Production Method 1

83392-08-9

83392-10-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, 55 psi, rt

Reference

Synthesis of a novel nitroimidazole-spermidine derivative as a tumor-targeted hypoxia-selective cytotoxin

Papadopoulou, Maria V.; et al, Bioorganic & Medicinal Chemistry Letters, 2004, 14(6), 1519-1522

Production Method 2

24424-99-5

124-20-9

83392-10-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  10 min, 0 °C; 0 °C → rt; overnight, rt

Reference

Clickable Polyamine Derivatives as Chemical Probes for the Polyamine Transport System

Vanhoutte, Roeland; et al, ChemBioChem, 2018, 19(9), 907-911

Production Method 3

24424-99-5

124-20-9

83392-10-3

Reaction Conditions

Reference

Polyamine-Substituted Gadolinium Chelates: A New Class of Intracellular Contrast Agents for Magnetic Resonance Imaging of Tumors

Wolf, Markus; et al, Journal of Medicinal Chemistry, 2007, 50(1), 139-148

Production Method 4

83392-10-3

Reaction Conditions

1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol

Reference

Selective protection of mixed primary-secondary amines. Simple preparation of N1,N8-bis(tert-butyloxycarbonyl)spermidine

Almeida, M. Lurdes S.; et al, Journal of the Chemical Society, 1987, (16), 1250-1

Production Method 5

83392-10-3

Reaction Conditions

1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Acetic acid ,  Water

Reference

Selective protection of polyamines: Synthesis of model compounds and spermidine derivatives

Almeida, M. Lurdes S.; et al, Journal of the Chemical Society, 1988, (7), 1905-11

Production Method 6

85864-19-3

83392-10-3

Reaction Conditions

1.1 Reagents: Borate(1-), trihydro(2,2,2-trifluoroacetato-κO)-, sodium (1:1), (T-4)- Solvents: Tetrahydrofuran ;  5 h, 20 °C

Reference

Sodium trifluoroacetoxyborohydride

Gribble, Gordon W., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, 1,

Production Method 7

85864-19-3

83392-10-3

Reaction Conditions

1.1 Catalysts: Borate(1-), trihydro(2,2,2-trifluoroacetato-κO)-, sodium (1:1), (T-4)- Solvents: Tetrahydrofuran ;  5 h, 20 °C

Reference

Sodium Trifluoroacetoxyborohydride

Gribble, Gordon W., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

Production Method 8

124-20-9

530-62-1

83392-10-3

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Toluene ;  4 h, 120 °C
1.2 4 h, 60 °C

Reference

Probing the mid-gorge of cholinesterases with spacer-modified bivalent quinazolinimines leads to highly potent and selective butyrylcholinesterase inhibitors

Chen, Xinyu; et al, Bioorganic & Medicinal Chemistry, 2011, 19(3), 1222-1235

Production Method 9

83392-10-3

Reaction Conditions

Reference

Synthesis of chirally deuteriated (S-adenosyl-S-methylsulfonio)propylamines and spermidines. Elucidation of the stereochemical course of putrescine aminopropyltransferase (spermidine synthase)

Orr, Gary R.; et al, Journal of the American Chemical Society, 1988, 110(17), 5791-9

Production Method 10

58632-95-4

73453-98-2

83392-10-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran
2.1 Reagents: Pyridine ,  Malonic acid Solvents: Ethanol

Reference

Chemistry of naturally occurring polyamines. 9. Synthesis of spermidine and spermine photoaffinity labeling reagents

Nagarajan, Srinivasan; et al, Journal of Organic Chemistry, 1985, 50(26), 5735-7

Production Method 11

58632-95-4

124-20-9

83392-10-3

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  4 h, rt

Reference

Design, synthesis and antimalarial/anticancer evaluation of spermidine linked artemisinin conjugates designed to exploit polyamine transporters in Plasmodium falciparum and HL-60 cancer cell lines

Chadwick, James; et al, Bioorganic & Medicinal Chemistry, 2010, 18(7), 2586-2597

Production Method 12

6627-89-0

124-20-9

83392-10-3

Reaction Conditions

1.1 Solvents: Dimethylformamide ;  overnight, rt

Reference

Selective synthesis of carbamate protected polyamines using alkyl phenyl carbonates

Pittelkow, Michael; et al, Synthesis, 2002, (15), 2195-2202

Production Method 13

124-20-9

73371-96-7

83392-10-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  rt; 16 h, 0 °C

Reference

Polyamine conjugates of meso-tritolylporphyrin and protoporphyrin IX: Potential agents for photodynamic therapy of cancers

Sol, Vincent; et al, Bioorganic & Medicinal Chemistry, 2006, 14(5), 1364-1377

Production Method 14

124-20-9

530-62-1

83392-10-3

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Toluene ,  Water ;  3 h, 60 °C
1.2 60 °C; 3 h, 60 °C

Reference

Exploiting protein fluctuations at the active-site gorge of human cholinesterases: further optimization of the design strategy to Develop Extremely Potent Inhibitors

Butini, Stefania; et al, Journal of Medicinal Chemistry, 2008, 51(11), 3154-3170

Production Method 15

71-44-3

58632-95-4

83392-10-3

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  rt → 0 °C
1.2 Solvents: Tetrahydrofuran ;  0 °C; overnight, 0 °C → rt

Reference

Synthesis of New Alkylaminooxysterols with Potent Cell Differentiating Activities: Identification of Leads for the Treatment of Cancer and Neurodegenerative Diseases

de Medina, Philippe; et al, Journal of Medicinal Chemistry, 2009, 52(23), 7765-7777

Production Method 16

141210-58-4

83392-10-3

Reaction Conditions

Reference

Novel selectively protected spermidine derivatives. Synthesis of a natural siderophore

Araujo, M. Joao S. M. P.; et al, Journal of Chemical Research, 1992, (4),

Production Method 17

83392-10-3

Reaction Conditions

1.1 Reagents: Pyridine ,  Malonic acid Solvents: Ethanol

Reference

Chemistry of naturally occurring polyamines. 9. Synthesis of spermidine and spermine photoaffinity labeling reagents

Nagarajan, Srinivasan; et al, Journal of Organic Chemistry, 1985, 50(26), 5735-7

Production Method 18

24424-99-5

113283-97-9

83392-10-3

Reaction Conditions

1.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Acetonitrile
2.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Acetic acid ,  Water

Reference

Selective protection of polyamines: Synthesis of model compounds and spermidine derivatives

Almeida, M. Lurdes S.; et al, Journal of the Chemical Society, 1988, (7), 1905-11

Production Method 19

24424-99-5

113283-97-9

83392-10-3

Reaction Conditions

1.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Acetonitrile
2.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol

Reference

Selective protection of mixed primary-secondary amines. Simple preparation of N1,N8-bis(tert-butyloxycarbonyl)spermidine

Almeida, M. Lurdes S.; et al, Journal of the Chemical Society, 1987, (16), 1250-1

Production Method 20

24424-99-5

73038-05-8

83392-10-3

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, 55 psi, rt

Reference

Synthesis of a novel nitroimidazole-spermidine derivative as a tumor-targeted hypoxia-selective cytotoxin

Papadopoulou, Maria V.; et al, Bioorganic & Medicinal Chemistry Letters, 2004, 14(6), 1519-1522

Production Method 21

124-20-9

83392-10-3

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Water
2.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Acetonitrile
3.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Acetic acid ,  Water

Reference

Selective protection of polyamines: Synthesis of model compounds and spermidine derivatives

Almeida, M. Lurdes S.; et al, Journal of the Chemical Society, 1988, (7), 1905-11

Production Method 22

124-20-9

83392-10-3

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Water
2.1 Reagents: 4-(Dimethylamino)pyridine Solvents: Acetonitrile
3.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol

Reference

Selective protection of mixed primary-secondary amines. Simple preparation of N1,N8-bis(tert-butyloxycarbonyl)spermidine

Almeida, M. Lurdes S.; et al, Journal of the Chemical Society, 1987, (16), 1250-1

Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate Raw materials

• Di-tert-butyl dicarbonate
• Spermine
• 13-Oxa-2,6,11-triazapentadecanoic acid, 14,14-dimethyl-7,12-dioxo-, 1,1-dimethylethyl ester
• tert-butyl-[cyano(phenyl)methylidene]amino carbonate
• Tert-Butyl phenyl carbonate
• Spermidine
• N,N'-Carbonyldiimidazole
• 13-Oxa-2,6,11-triazapentadecanoic acid, 14,14-dimethyl-12-oxo-6-(phenylmethyl)-, 1,1-dimethylethyl ester
• 13-Oxa-2,7,11-triazatetradecanoic acid, 12-oxo-14-phenyl-7-[(phenylmethoxy)carbonyl]-, phenylmethyl ester
• Tetrahydro-1(2H)-pyrimidinebutanamine
• 1,4-Butanediamine,N1-(3-aminopropyl)-N1-(phenylmethyl)-
• 2,15-Dioxa-4,8,13-triazahexadecane-4,8,13-tricarboxylic acid,1,16-bis(4-nitrophenyl)-3,14-dioxo-, 4,13-bis(1,1-dimethylethyl)8-[(4-nitrophenyl)methyl] ester
• 2-[[(tert-butoxycarbonyl)oxy]imino]-2-phenylacetonitrile

Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate Preparation Products

• Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate (83392-10-3)

• 1. Evolution study of photo-synthesized gold nanoparticles by spectral deconvolution model: a quantitative approach
  Chung-Sung Yang,Mong-Shian Shih,Fang-Yi Chang New J. Chem., 2006,30, 729-735
• 2. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 3. Evolution of important glucosinolates in three common Brassica vegetables during their processing into vegetable powder and in vitro gastric digestion
  Nan Fu,Naphaporn Chiewchan,Xiao Dong Chen Food Funct., 2020,11, 211-220
• 4. Evolution of hierarchical porous structures in supramolecular guest–host hydrogels?
  Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. Burdick Soft Matter, 2016,12, 7839-7847
• 5. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
  Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845

Comprehensive Overview of Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate (CAS No. 83392-10-3)

Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate (CAS No. 83392-10-3) is a specialized organic compound widely utilized in pharmaceutical research and peptide synthesis. Its complex structure, featuring multiple protective groups, makes it a valuable intermediate in the development of bioactive molecules. The compound's tert-butyl and carbamate functionalities are particularly noteworthy, as they enhance stability and facilitate controlled reactions in multi-step synthetic processes.

In recent years, the demand for peptide-based therapeutics has surged, driven by advancements in drug discovery and biotechnology. Researchers frequently search for high-purity intermediates like Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate to ensure efficient synthesis of target molecules. This compound's role in protecting amine groups during peptide coupling reactions aligns with the growing focus on precision medicine and personalized therapies.

The CAS No. 83392-10-3 identifier is critical for regulatory compliance and literature searches, as it uniquely distinguishes this compound from similar derivatives. Analytical techniques such as HPLC, NMR, and mass spectrometry are commonly employed to verify its purity and structural integrity. These methods are frequently discussed in scientific forums and research publications, reflecting the compound's relevance in modern organic chemistry workflows.

From an industrial perspective, Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate is often sourced by contract manufacturing organizations (CMOs) specializing in custom synthesis. Its application extends to catalyst design and material science, where controlled functionalization of molecules is essential. The compound's compatibility with green chemistry principles—such as reduced solvent usage and energy-efficient processes—further elevates its appeal in sustainable research initiatives.

Emerging trends in AI-driven drug discovery have also spotlighted compounds like CAS No. 83392-10-3, as machine learning models require high-quality data on synthetic intermediates. Researchers increasingly inquire about structure-activity relationships (SAR) and scalable synthesis routes for such molecules, underscoring the need for detailed technical documentation. This compound's stereochemical properties and solubility profiles are additional focal points for computational chemists.

In summary, Tert-butyl N-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butylamino]propyl]carbamate represents a pivotal tool in both academic and industrial settings. Its versatility in peptide modification, combined with stringent quality standards, positions it as a cornerstone in the development of next-generation therapeutics. As the scientific community continues to explore novel drug delivery systems and bioconjugation techniques, this compound's significance is poised to grow exponentially.

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