4-Oxazolidinepropanoic acid, 2,5-dioxo-, 1,1-dimethylethyl ester, (4S)-

Base Information

• Chemical Name: 4-Oxazolidinepropanoic acid, 2,5-dioxo-, 1,1-dimethylethyl ester, (4S)-
• CAS No.: 86409-29-2
• Molecular Formula: C10H15NO5
• Molecular Weight: 229.233
• Mol file: 86409-29-2.mol

Synonyms:

Chemical Property of 4-Oxazolidinepropanoic acid, 2,5-dioxo-, 1,1-dimethylethyl ester, (4S)-

Chemical Property:

Purity/Quality:

99%min. ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Oxazolidinepropanoic acid, 2,5-dioxo-, 1,1-dimethylethyl ester, (4S)-

There total 2 articles about 4-Oxazolidinepropanoic acid, 2,5-dioxo-, 1,1-dimethylethyl ester, (4S)- 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: 71.0%

L-glutamic acid 5-tert-butyl ester (2419-56-9) + trichloromethyl chloroformate (503-38-8) → γ-tert-butyl-l-glutamic acid N-carboxyanhydride (86409-29-2)

Guidance literature:

L-glutamic acid 5-tert-butyl ester; With chloro-trimethyl-silane; triethylamine; In tetrahydrofuran; at 20 ℃; for 2h; Sealed tube; Inert atmosphere;

trichloromethyl chloroformate; In tetrahydrofuran; at 20 - 70 ℃; for 1.5h; Inert atmosphere;

Reference yield: 68.0%

phosgene (75-44-5) + L-glutamic acid 5-tert-butyl ester (2419-56-9) → γ-tert-butyl-l-glutamic acid N-carboxyanhydride (86409-29-2)

Guidance literature:

L-glutamic acid 5-tert-butyl ester; With chloro-trimethyl-silane; triethylamine; In tetrahydrofuran; at 22 ℃; for 1h; Inert atmosphere;

phosgene; In tetrahydrofuran; toluene; at 45 ℃; for 2h; Inert atmosphere;

DOI:10.1002/asia.201801031

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + γ-tert-butyl-l-glutamic acid N-carboxyanhydride (86409-29-2) → (S)-4-(2-tert-Butoxycarbonyl-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester (129288-39-7)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 2 - 5 ℃; for 2h; Yield given;

DOI:10.1021/ja00176a063

upstream raw materials:

phosgene

L-glutamic acid 5-tert-butyl ester

trichloromethyl chloroformate

Downstream raw materials:

(S)-4-(2-tert-Butoxycarbonyl-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester

Refernces

• 1、 Raftery, Eric D.,Gharkhanian, Eric G.,Ricapito, Nicole G.,McNamara,Deming, Timothy J.. "Influence of Sulfur-Containing Diamino Acid Structure on Covalently Crosslinked Copolypeptide Hydrogels". . p. 3547 - 3553. Retrieved 2018/09/25.