Production Method 1

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Isopropanol ,  Acetonitrile ;  overnight, rt

Reference

Preparation of carbamate prodrugs for inhibition of inosine monophosphate dehydrogenase (IMPDH)

, World Intellectual Property Organization, , ,

Production Method 2

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: 1,4-Dioxane ;  0 °C; 24 h, rt

Reference

Aminopropyl thiazole derivatives useful as fungicides, and their preparation procedures

, Germany, , ,

Production Method 3

24424-99-5

1119-48-8

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Dichloromethane ,  Water ;  48 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 5, rt

Reference

Peptoads, a group of amphiphilic long-chain triamides

Menger, Fredric M.; Zhang, Hailing, Langmuir, 2005, 21(23), 10428-10438

Production Method 4

57294-38-9

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran

Reference

Total Synthesis of Cyclosporin on Solid-Phase Support

Gerber, Andreas, 2009, , ,

Production Method 5

57294-38-9

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C; 6 h, 0 °C
1.2 Reagents: Lithium hydroxide Solvents: Tetrahydrofuran ,  Water ;  overnight, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

Design, synthesis, and cyclization of 4-aminobutyric acid derivatives: potential candidates as self-immolative spacers

DeWit, Matthew A.; Gillies, Elizabeth R., Organic & Biomolecular Chemistry, 2011, 9(6), 1846-1854

Production Method 6

24424-99-5

872-50-4

94994-39-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  18 h, reflux
1.2 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane ,  Water ;  10 min, rt; rt → 0 °C
1.3 30 min, 0 °C; 12 h, rt

Reference

Synthesis and evaluation of xanomeline analogs-Probing the wash-resistant phenomenon at the M1 muscarinic acetylcholine receptor

Kane, Brian E.; Grant, Marianne K. O.; El-Fakahany, Esam E.; Ferguson, David M., Bioorganic & Medicinal Chemistry, 2008, 16(3), 1376-1392

Production Method 7

24424-99-5

872-50-4

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water ;  16 h, 100 °C
1.2 Reagents: Sodium bicarbonate Solvents: Tetrahydrofuran ,  Water ;  14 h, rt

Reference

Preparation of 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives as β-lactamase inhibitors

, World Intellectual Property Organization, , ,

Production Method 8

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  72 h, rt

Reference

Preparation of substituted quinolinone derivatives for use as muscarinic receptor antagonists and β2 adrenergic receptor agonists

, World Intellectual Property Organization, , ,

Production Method 9

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Methanol ;  10 min, rt; 1 h, rt

Reference

Nitrogen-based linkers for attaching modifying groups to polypeptides and other macromolecules

, World Intellectual Property Organization, , ,

Production Method 10

24424-99-5

56-12-2

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane ,  Water ;  5 min, 0 °C; overnight, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 2 - 3
1.3 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  2 h, 0 °C
1.4 Solvents: Water ;  0 °C
1.5 Reagents: Hydrochloric acid Solvents: Water ;  pH 2 - 3

Reference

Fragment-based domain shuffling approach for the synthesis of pyran-based macrocyclic compounds

Comer, Eamon; Liu, Haibo; Joliton, Adrien; Clabaut, Alexandre; Johnson, Christopher; et al, Proceedings of the National Academy of Sciences of the United States of America, 2011, 108(17), 6751-6756

Production Method 11

57294-38-9

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  rt → 0 °C; 16 h, rt
1.2 Reagents: Water ;  rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 3, rt

Reference

Antibody drug conjugates comprising STING modulators

, World Intellectual Property Organization, , ,

Production Method 12

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Methanol ;  10 min, rt; 22 h, rt

Reference

DC-SiGN antibody conjugates comprising STING receptor agonists and their use in cancer therapy

, World Intellectual Property Organization, , ,

Production Method 13

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Methanol ;  10 min, rt; 22 h, rt

Reference

Antibody conjugates comprising sting agonist

, World Intellectual Property Organization, , ,

Production Method 14

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium bicarbonate Solvents: 1,4-Dioxane ,  Water ;  20 min, 0 °C; 22 h, rt

Reference

Preparation of chemokine receptor binding (benzimidazol-2-ylmethyl)(5,6,7,8-tetrahydroquinolin-8-yl)amines and related heterocyclic compounds with enhanced efficacy against AIDS and other disorders

, United States, , ,

Production Method 15

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran ;  16 h, rt → 50 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 3 - 4

Reference

Lipid compound for cell transfection, and liposome and pharmaceutical composition comprising the same for treating genetic abnormality-induced disease

, China, , ,

Production Method 16

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Methanol ;  rt; 2 h, rt

Reference

(R)-N-ethyl-5-fluoro-N-isopropyl-2-((5-(2-(6-((2-methoxyethyl)(methyl)amino)-2-m ethylhexan-3-yl)-2,6-diazaspiro[3.4]octan-6-yl)-1,2,4-triazin-6-yl)oxy)benzamide besylate salt for the treatment of diseases such as cancer

, World Intellectual Property Organization, , ,

Production Method 17

24424-99-5

1119-48-8

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Methanol ;  rt; 2 d, rt

Reference

Synthesis of Pyridazines or 1,2,4-Triazines containing spirocyclic amines treating cancers and diabetes

, World Intellectual Property Organization, , ,

Production Method 18

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  rt; 2 h, rt

Reference

Preparation of substituted spiro derivatives, especially, (R)-N-ethyl-5-fluoro-N-isopropyl-2-[[5-[2-[6-[(2-methoxyethyl)(methyl)amino]-2-methylhexan-3-yl]-2,6-diazaspiro[3.4]octan-6-yl]-1,2,4-triazin-6-yl]oxy]benzami de and its dibesylate as inhibitors of menin-MLL interaction and their use in combination with a BCl-2 inhibitor and optionally one other antitumor agents

, World Intellectual Property Organization, , ,

Production Method 19

24424-99-5

6976-17-6

94994-39-5

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Methanol ;  rt; 2 h, rt

Reference

Combination therapies

, World Intellectual Property Organization, , ,

4-{(tert-butoxy)carbonyl(methyl)amino}butanoic acid Raw materials

• Di-tert-butyl dicarbonate
• N-Methyl-4-aminobutyric Acid
• γ-Aminobutyric acid
• 4-(methylamino)butanoic acid;hydrochloride
• Boc-GABA-OH
• N-Methylpyrrolidone

4-{(tert-butoxy)carbonyl(methyl)amino}butanoic acid Preparation Products

• 4-{(tert-butoxy)carbonyl(methyl)amino}butanoic acid (94994-39-5)

• 1. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
• 2. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 3. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
• 4. Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals?
  Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
• 5. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161

• 142247-38-9(N-Boc-4-Piperidin-4-yl-butyric Acid)
• 154775-43-6(3-{1-[(tert-butoxy)carbonyl]piperidin-4-yl}propanoic acid)
• 952480-32-9(2-(3-tert-butoxycarbonyl-3-azaspiro[5.5]undecan-9-yl)acetic acid)
• 154375-43-6(N-Boc-4-piperidinepropionic acid)
• 1121527-35-2(4-((tert-Butoxycarbonyl)(ethyl)amino)butanoic acid)
• 157688-46-5(2-(1-tert-butoxycarbonyl-4-piperidyl)acetic acid)
• 183062-96-6(2-{1-[(tert-butoxy)carbonyl]azetidin-3-yl}acetic acid)
• 120984-59-0(tert-Butyl 3-Formylpropylmethylcarbamate)
• 100222-98-8(Hexanoic acid, 6-[[(1,1-dimethylethoxy)carbonyl]methylamino]-)
• 1268521-78-3(2-{1-[(tert-butoxy)carbonyl]azepan-4-yl}acetic acid)