(S)-1-Cbz-5-oxo-piperidine-2-carboxylic acid Methyl ester

Base Information

• Chemical Name: (S)-1-Cbz-5-oxo-piperidine-2-carboxylic acid Methyl ester
• CAS No.: 117836-13-2
• Molecular Formula: C15H17NO5
• Molecular Weight: 291.304
• Hs Code.: 2933399090
• Mol file: 117836-13-2.mol

Synonyms:(S)-1-Cbz-5-oxo-piperidine-2-carboxylic acid Methyl ester;1-benzyl 2-methyl (2S)-5-oxopiperidine-1,2-dicarboxylate;(S)-1-Benzyl 2-methyl 5-oxopiperidine-1,2-dicarboxylate

Chemical Property of (S)-1-Cbz-5-oxo-piperidine-2-carboxylic acid Methyl ester

Chemical Property:

• PSA: 72.91000
• LogP: 1.46760

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-Cbz-5-oxo-piperidine-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-Cbz-5-oxo-piperidine-2-carboxylic acid Methyl ester

There total 15 articles about (S)-1-Cbz-5-oxo-piperidine-2-carboxylic acid Methyl 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: 75.0%

methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate (15366-19-5) → (S)-5-Oxo-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (117836-13-2)

Guidance literature:

dirhodium tetraacetate; In benzene; for 0.5h; Heating;

DOI:10.1039/CC9960000349

Reference yield: 62.3%

(2S,5R)-5-hydroxy-6-methoxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (824943-45-5) → (S)-5-Oxo-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (117836-13-2)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform; at 63 ℃; for 0.75h;

Reference yield: 58.0%

(2S)-3,4-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (227758-97-6) → (S)-5-Oxo-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (117836-13-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;

upstream raw materials:

methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate

N²-benzyloxycarbonyl-L-glutamine methyl ester

Z-L-GluOMe

(S)-2-Benzyloxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid methyl ester

Downstream raw materials:

(2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid

(2S,5R)-5-hydroxypiperidine-2-carboxylic acid

cis-5(S)-hydroxy-2(S)-N₁-benzyloxycarbonylpipecolic acid methyl ester

Refernces

• 1、 Adams, David R.,Bailey, Patrick D.,Collier, Ian D.,Heffernan, John D.,Stokes, Stephen. "An efficient route to the α-methyl ester of L-glutamic acid, and its conversion into cis-5-hydroxy-L-pipecolic acid". . p. 349 - 350. Retrieved 2007/10/03.