Pentanoic acid, 5-bromo-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Pentanoic acid, 5-bromo-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester
• CAS No.: 188890-84-8
• Molecular Formula: C17H22BrNO5
• Molecular Weight: 400.269
• Mol file: 188890-84-8.mol

Synonyms:

Chemical Property of Pentanoic acid, 5-bromo-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pentanoic acid, 5-bromo-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester

There total 2 articles about Pentanoic acid, 5-bromo-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl 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:

N-[(phenylmethoxy)carbonyl]-D-aspartic acid,1,1-dimethylethyl ester (3588-56-5) + isobutyl chloroformate (543-27-1) → 3-benzyloxycarbonylamino-5-bromo-4-oxopentanoic acid 1,1-dimethylethyl ester (188890-84-8)

Guidance literature:

N-[(phenylmethoxy)carbonyl]-D-aspartic acid,1,1-dimethylethyl ester; isobutyl chloroformate; With 4-methyl-morpholine; In tetrahydrofuran; at -15 - 0 ℃; for 0.333333h;

With C₂H₄N₆O; In tetrahydrofuran; at 0 ℃;

With hydrogen bromide; In tetrahydrofuran; acetic acid; for 0.5 - 1h;

Reference yield:

3-Benzyloxycarbonylamino-5-diazo-4-oxo-pentanoic acid tert-butyl ester → 3-benzyloxycarbonylamino-5-bromo-4-oxopentanoic acid 1,1-dimethylethyl ester (188890-84-8)

Guidance literature:

With hydrogen bromide; In ethyl acetate; at 0 ℃;

DOI:10.1016/S0960-894X(97)00220-5

Reference yield:

2,3,5,6-tetraflourophenol (769-39-1,85303-67-9) + 3-benzyloxycarbonylamino-5-bromo-4-oxopentanoic acid 1,1-dimethylethyl ester (188890-84-8) → C23H23F4NO6

Guidance literature:

With potassium fluoride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 2h;

upstream raw materials:

N-[(phenylmethoxy)carbonyl]-D-aspartic acid,1,1-dimethylethyl ester

isobutyl chloroformate

Refernces

• 1、 Semple, Graeme,Ashworth, Doreen M.,Baker, Graham R.,Batt, Andrzej R.,Baxter, Andrew J.,Benzies, David W.M.,Elliot, Lucy H.,Evans, D. Michael,Franklin, Richard J.,Hudson, Peter,Jenkins, Paul D.,Pitt, Gary R.,Rooker, David P.,Sheppard, Andrew,Szelke, Michael,Yamamoto, Satoshi,Isomura, Yasuo. "Pyridone-based peptidomimetic inhibitors of interleukin-1β-converting enzyme (ICE)". . p. 1337 - 1342. Retrieved 2007/10/03.