Cas no 91550-08-2 (Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate)

Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate structure
91550-08-2 structure
Product Name:Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate
CAS No:91550-08-2
MF:C11H19NO3
MW:213.273463487625
MDL:MFCD11975893
CID:787066
PubChem ID:10465808
Update Time:2025-09-18

Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1-Pyrrolidinecarboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester, (2S)-
    • tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate
    • (S)-1-Boc-2-acetyl-pyrrolidine
    • (S)-TERT-BUTYL 2-ACETYLPYRROLIDINE-1-CARBOXYLATE
    • tert-butyl (S)-2-acetylpyrrolidine-1-carboxylate
    • BOC-2(S)-acetylpyrrolidine
    • NNCPMJHKYIRKSA-VIFPVBQESA-N
    • (2S)-1-Boc-2-Acetylpyrrolidine
    • 9239AH
    • 2alpha-Acetylpyrrolidine-1-carboxylic acid tert-butyl ester
    • (S)-2-Acetylpyrrolidine-1-carbox
    • 1,1-Dimethylethyl (2S)-2-acetyl-1-pyrrolidinecarboxylate (ACI)
    • 1-Pyrrolidinecarboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester, (S)- (ZCI)
    • (S)-2-Acetylpyrrolidine-1-carboxylic acid tert-butyl ester
    • 91550-08-2
    • AKOS024262187
    • (S)-TERT-BUTYL2-ACETYLPYRROLIDINE-1-CARBOXYLATE
    • SCHEMBL4070752
    • F13091
    • AS-47289
    • F8880-8998
    • MFCD11975893
    • CS-0048612
    • EN300-225323
    • DTXSID60440362
    • Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate
    • MDL: MFCD11975893
    • Inchi: 1S/C11H19NO3/c1-8(13)9-6-5-7-12(9)10(14)15-11(2,3)4/h9H,5-7H2,1-4H3/t9-/m0/s1
    • InChI Key: NNCPMJHKYIRKSA-VIFPVBQESA-N
    • SMILES: C(N1CCC[C@H]1C(=O)C)(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 213.13649347g/mol
  • Monoisotopic Mass: 213.13649347g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 268
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.6
  • XLogP3: 1.4

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Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Diethyl ether ;  0 °C; 1 h, 0 °C
1.2 Reagents: Ammonium chloride Solvents: Water
Reference
Rh2(II)-Catalyzed Selective Aminomethylene Migration from Styryl Azides
Kong, Chen; et al, Organic Letters, 2013, 15(4), 824-827

Production Method 2

Reaction Conditions
1.1 Solvents: Diethyl ether ,  Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
Reference
An intramolecular Tsuji-Trost reaction based approach to the synthesis of 6-methylene indolizidines
Martin, Romy E.; et al, Tetrahedron Letters, 2011, 52(38), 4878-4881

Production Method 3

Reaction Conditions
1.1 Solvents: Tetrahydrofuran
1.2 Reagents: Ammonium chloride Solvents: Water
1.3 Reagents: Triethylamine ,  Sulfur trioxide-pyridine Solvents: Dimethyl sulfoxide
Reference
4-Phenylbutanoyl-2(S)-acylpyrrolidines and 4-phenylbutanoyl-L-prolyl-2(S)-acylpyrrolidines as prolyl oligopeptidase inhibitors
Wallen, Erik A. A.; et al, Bioorganic & Medicinal Chemistry, 2002, 10(7), 2199-2206

Production Method 4

Reaction Conditions
Reference
Fragment-based synthesis and SAR of modified FKBP ligands: influence of different linking on binding affinity
Roehrig, Christoph H.; et al, ChemMedChem, 2007, 2(7), 1054-1070

Production Method 5

Reaction Conditions
1.1 Reagents: 1-Hydroxybenzotriazole ,  Diisopropylethylamine ,  1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dimethylformamide ;  0 °C
2.1 Solvents: Tetrahydrofuran ;  -78 °C; 2 h, 0 °C
2.2 Reagents: Ammonium chloride Solvents: Water ;  0 °C
Reference
Peptidomimetic catalysts as chemical probes of weak intermolecular forces: an insight into The N-H···Cl-C H-bonding interaction
Iio, Chihiro; et al, ChemRxiv, 2023, 1, 1-17

Production Method 6

Reaction Conditions
1.1 Solvents: Dimethylformamide ,  Dichloromethane ;  22 h, rt
2.1 Solvents: Tetrahydrofuran ;  4.5 h
Reference
Synthesis of N-Boc-L-2-acetylpiperidine and N-Boc-L-2-acetylpyrrolidine
Geng, Shu; et al, Huaxue Shiji, 2016, 38(5), 414-418

Production Method 7

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  4.5 h
Reference
Synthesis of N-Boc-L-2-acetylpiperidine and N-Boc-L-2-acetylpyrrolidine
Geng, Shu; et al, Huaxue Shiji, 2016, 38(5), 414-418

Production Method 8

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  -10 °C; 1 h, -10 °C; 16 h, rt
Reference
Studies on Pumiliotoxin A Alkaloids: An Approach to Preparing the Indolizidinic Core by Intramolecular Diastereoselective N-Heterocyclic Carbene Catalyzed Benzoin Reaction
Correia, Jose Tiago M.; et al, European Journal of Organic Chemistry, 2016, 2016(11), 1972-1976

Production Method 9

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  rt → -65 °C
1.2 Reagents: Butyllithium Solvents: Hexane ;  30 min, -65 °C
1.3 Solvents: Tetrahydrofuran ;  1 h, -60 °C; 3 h, -60 °C
1.4 Solvents: Water
Reference
Ketopyrrolidines and ketoazetidines as potent dipeptidyl peptidase IV (DPP IV) inhibitors
Ferraris, Dana; et al, Bioorganic & Medicinal Chemistry Letters, 2004, 14(22), 5579-5583

Production Method 10

Reaction Conditions
1.1 Catalysts: Cuprous iodide Solvents: Diethyl ether ,  Tetrahydrofuran
Reference
α-Amino ketones derived from L-proline, as precursors for isomitosanes and mitosenes
Orlemans, E. O. M.; et al, Recueil des Travaux Chimiques des Pays-Bas, 1989, 108(2), 64-72

Production Method 11

Reaction Conditions
1.1 Reagents: Oxalyl chloride Solvents: Dimethylformamide ,  Pyridine
1.2 Reagents: Pyridine ,  N,O-Dimethylhydroxylamine hydrochloride
1.3 Solvents: Tetrahydrofuran
Reference
Stereoelectronic requirements of palladium(0)-catalyzed cyclization. A synthesis of allo-pumiliotoxin 339B
Trost, Barry M.; et al, Journal of the American Chemical Society, 1989, 111(13), 4988-90

Production Method 12

Reaction Conditions
1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Dichloromethane ;  15 min, rt; 15 h, rt
2.1 Solvents: Diethyl ether ;  0 °C; 1 h, 0 °C
2.2 Reagents: Ammonium chloride Solvents: Water
Reference
Rh2(II)-Catalyzed Selective Aminomethylene Migration from Styryl Azides
Kong, Chen; et al, Organic Letters, 2013, 15(4), 824-827

Production Method 13

Reaction Conditions
1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Tetrahydrofuran ;  1 h, rt
1.2 Reagents: Triethylamine ;  overnight, rt
2.1 Solvents: Diethyl ether ;  0 °C; 1 h, 0 °C
2.2 Reagents: Ammonium chloride Solvents: Water
Reference
Efficient analysis of 2-acetyl-1-pyrroline in foods using a novel derivatization strategy and LC-MS/MS
Jost, Tobias ; et al, Journal of Agricultural and Food Chemistry, 2019, 67(10), 3046-3054

Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate Raw materials

Tert-butyl (2S)-2-acetylpyrrolidine-1-carboxylate Preparation Products

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