(2S,4S)-4-BOC-AMINO PYRROLIDINE-2-CARBOXYLIC ACID METHYLESTER-HCL

Base Information

• Chemical Name: (2S,4S)-4-BOC-AMINO PYRROLIDINE-2-CARBOXYLIC ACID METHYLESTER-HCL
• CAS No.: 168263-82-9
• Molecular Formula: C11H21ClN2O4
• Molecular Weight: 280.7484
• Mol file: 168263-82-9.mol

Synonyms:(2S,4S)-4-BOC-AMINO PYRROLIDINE-2-CARBOXYLIC ACID METHYLESTER-HCL;4-N-BOC-4(S)-AMINO-PYRROLIDINE-2(S)-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE;(2S,4S)-4-Boc-Aminopyrrolidine-2-carboxylic acid methyl ester hydrochloride;(2S,4S)-methyl 4-(tert-butoxycarbonyl)pyrrolidine-2-carboxylate;(4S)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-L-Proline methyl ester;cis-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-L-Proline methyl ester;Methyl (2S,4S)-4-Boc-aMinopyrrolidine-2-carboxylate hydrochloride;Methyl (2S,4S)-4-(tert-butoxycarbonylaMino)pyrrolidine-2-carboxylate hydrochloride

Chemical Property of (2S,4S)-4-BOC-AMINO PYRROLIDINE-2-CARBOXYLIC ACID METHYLESTER-HCL

Chemical Property:

• Boiling Point: 347.0±42.0 °C(Predicted)
• PKA: 11.90±0.40(Predicted)
• PSA: 76.66000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 1.93630
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S,4S)-Methyl4-((tert-butoxycarbonyl)amino)pyrrolidine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,4S)-4-BOC-AMINO PYRROLIDINE-2-CARBOXYLIC ACID METHYLESTER-HCL

There total 7 articles about (2S,4S)-4-BOC-AMINO PYRROLIDINE-2-CARBOXYLIC ACID METHYLESTER-HCL 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: 98.0%

methyl (2S,4S)-1-benzyloxycarbonyl-4-tert-butoxycarbonylaminopyrrolidine-2-carboxylate (168263-80-7) → (2S,4S)-methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate (168263-82-9,1279200-56-4)

Guidance literature:

With methanol; palladium on activated charcoal;

DOI:10.1039/b308581c

Reference yield: 96.0%

→ (2S,4S)-methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate (168263-82-9,1279200-56-4)

Guidance literature:

Reference yield:

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate (64187-48-0) → (2S,4S)-methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate (168263-82-9,1279200-56-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / pyridine

2: 96 percent / NaN₃ / dimethylformamide

3: 95 percent / H₂; Ni / ethyl acetate

4: 98 percent / methanol; Pd/C

With pyridine; methanol; palladium on activated charcoal; sodium azide; hydrogen; nickel; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/b308581c

upstream raw materials:

methyl (2S,4S)-1-benzyloxycarbonyl-4-tert-butoxycarbonylaminopyrrolidine-2-carboxylate

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

4(S)-azido-N-<(phenylmethoxy)carbonyl>-(S)-proline methyl ester

methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate

Downstream raw materials:

methyl (2S,4S)-1-benzyloxycarbonyl-4-tert-butoxycarbonylaminopyrrolidine-2-carboxylate

(2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonylamino)pyrrolidine2-carboxylic acid

Refernces

• 1、 Umashankara,Babu, I Ramesh,Ganesh, Krishna N. "Two prolines with a difference: contrasting stereoelectronic effects of 4R/S-aminoproline on triplex stability in collagen peptides [pro(X)-pro(Y)-Gly]n.". . p. 2606 - 2607. Retrieved 2007/10/03.