N-CBz-4-exo-methylene-L-proline ethyl ester

Base Information

• Chemical Name: N-CBz-4-exo-methylene-L-proline ethyl ester
• CAS No.: 169820-06-8
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.331
• Mol file: 169820-06-8.mol

Synonyms:N-CBz-4-exo-methylene-L-proline ethyl ester

Chemical Property of N-CBz-4-exo-methylene-L-proline ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-CBz-4-exo-methylene-L-proline ethyl ester

There total 2 articles about N-CBz-4-exo-methylene-L-proline ethyl 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: 56.0%

dimethyltitanocene (1271-66-5) + N-<(phenylmethoxy)carbonyl>-4-oxo-(S)-proline ethyl ester (83507-89-5) → N-CBz-4-exo-methylene-L-proline ethyl ester (169820-06-8)

Guidance literature:

In toluene; at 90 ℃; for 3h;

DOI:10.1021/np070673w

Reference yield:

N-<(phenylmethoxy)carbonyl>-4-oxo-(S)-proline ethyl ester (83507-89-5) → N-CBz-4-exo-methylene-L-proline ethyl ester (169820-06-8)

Guidance literature:

With dimethyltitanocene; In toluene; at 90 ℃; for 3h;

DOI:10.1021/acs.orglett.5b01020

Reference yield: 100.0%

N-CBz-4-exo-methylene-L-proline ethyl ester (169820-06-8) → C16H19NO4 (1027101-88-7)

Guidance literature:

With Crabtree's catalyst; hydrogen; In chloroform; at 20 ℃; for 16h;

DOI:10.1021/np070673w

upstream raw materials:

dimethyltitanocene

N-<(phenylmethoxy)carbonyl>-4-oxo-(S)-proline ethyl ester

Downstream raw materials:

C₁₆H₁₉NO₄

N-CBz-trans-4-methyl-L-proline ethyl ester

cis-4-methyl-L-proline ethyl ester

trans-4-methyl-L-proline ethyl ester

Refernces

• 1、 Anas, Andrea Roxanne J.,Kisugi, Takaya,Umezawa, Taiki,Matsuda, Fuyuhiko,Okino, Tatsufumi,Campitelli, Marc R.,Quinn, Ronald J.. "Thrombin inhibitors from the freshwater cyanobacterium Anabaena compacta". . p. 1546 - 1552,7. Retrieved 2012/12/12.
• 2、 Murphy, Annabel C.,Mitova, Maya I.,Blunt, John W.,Munro, Murray H.G.. "Concise, stereoselective route to the four diastereoisomers of 4-methylproline". experimental part. p. 806 - 809. Retrieved 2009/04/07.