(2-OXO-PYRROLIDIN-3-YL)-CARBAMIC ACID BENZYL ESTER

Base Information

• Chemical Name: (2-OXO-PYRROLIDIN-3-YL)-CARBAMIC ACID BENZYL ESTER
• CAS No.: 118507-50-9
• Molecular Formula: C12H14N2O3
• Molecular Weight: 234.25100
• Mol file: 118507-50-9.mol

Synonyms:

Chemical Property of (2-OXO-PYRROLIDIN-3-YL)-CARBAMIC ACID BENZYL ESTER

Chemical Property:

• Melting Point: 179-181 °C
• Boiling Point: 496.2±44.0 °C(Predicted)
• PKA: 10.84±0.20(Predicted)
• PSA: 74.41000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 1.28160
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(S)-Benzyl(2-oxopyrrolidin-3-yl)carbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2-OXO-PYRROLIDIN-3-YL)-CARBAMIC ACID BENZYL ESTER

There total 18 articles about (2-OXO-PYRROLIDIN-3-YL)-CARBAMIC ACID BENZYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

ethyl (S)-4-azido-2-benzyloxycarbonylaminobutanoate (849411-41-2) → (3S)-3-benzyloxycarbonylamino-2-pyrrolidinone (118507-50-9)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 6h;

Reference yield: 78.0%

(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(dimethylamino)butanoic acid (62234-40-6) → (3S)-3-benzyloxycarbonylamino-2-pyrrolidinone (118507-50-9)

Guidance literature:

With dmap; diphenylsilane; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80 ℃; for 42h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/c7gc02643a

Reference yield: 78.0%

(S)-4-Amino-2-benzyloxycarbonylamino-butyric acid methyl ester (182618-33-3) → (3S)-3-benzyloxycarbonylamino-2-pyrrolidinone (118507-50-9)

Guidance literature:

With triethylamine; In methanol; for 16h; Inert atmosphere; Reflux;

DOI:10.1039/c3cc00178d

upstream raw materials:

(S)-3-benzyloxycarbonylamino-2-oxo-pyrrolidine-1-carboxylic acid benzyl ester

ethyl (S)-4-azido-2-benzyloxycarbonylaminobutanoate

N²-benzyloxycarbonyl-L-glutamine methyl ester

Cbz-L-Gln

Downstream raw materials:

tert-butyl (S)-(3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl)carboxylate

(3S)-3-benzyloxycarbonylamino-1-diaminophosphoryl-2-pyrrolidinone

(2-oxo-1-prop-2-ynyl-pyrrolidin-3-(S)-yl)-carbamic acid benzyl ester

C₁₇H₂₃N₃O₄

Refernces

• 1、 Long, Bohua,Tang, Shoubin,Chen, Ligong,Qu, Shiwei,Chen, Bo,Liu, Junyang,Maguire, Anita R.,Wang, Zhuo,Liu, Yuqing,Zhang, Hui,Xu, Zhengshuang,Ye, Tao. "Total synthesis of padanamides A and B". . p. 2977 - 2979. Retrieved 2013/05/22.
• 2、 Tang, Tian,Zhu, Chen,Huang, Pei-Qiang. "A flexible approach to (S)-3-amino-2-pyrrolidinone derivatives". . p. 121 - 128. Retrieved 2007/10/03.