Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester

Base Information

• Chemical Name: Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester
• CAS No.: 191722-77-7
• Molecular Formula: C₂₀H₃₀N₂O₆
• Molecular Weight: 394.468
• Mol file: 191722-77-7.mol

Synonyms:Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester

Chemical Property of Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester

There total 2 articles about Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic 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:

methyl (2S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanamido]-3-hydroxypropanoate (71017-98-6) → Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester (191722-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 2 h / Heating

2: 1.) DABCO / 1.) THF, -78 deg C, 5 min, 2.) -78 deg C, 6 h; room temperature, 24 h

With 1,4-diaza-bicyclo[2.2.2]octane; In ethyl acetate;

DOI:10.1016/S0040-4020(97)00429-8

Reference yield:

N-(tert-butyloxycarbonyl)-L-valyl-DL-α-acetoxyglycine methyl ester (191722-75-5) + benzyl alcohol (100-51-6,185532-71-2) → Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester (191722-77-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; Yield given. Multistep reaction; 1.) THF, -78 deg C, 5 min, 2.) -78 deg C, 6 h; room temperature, 24 h;

DOI:10.1016/S0040-4020(97)00429-8

Reference yield: 93.0%

Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester (191722-77-7) → (S)-Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid (191722-78-8) + (R)-Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester (191722-76-6)

Guidance literature:

With sodium hydroxide; subtilisin Carlsberg; In water; N,N-dimethyl-formamide; at 55 ℃; pH 7.2;

DOI:10.1016/S0040-4020(97)00429-8

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-valyl-DL-α-acetoxyglycine methyl ester

benzyl alcohol

methyl (2S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanamido]-3-hydroxypropanoate

Downstream raw materials:

(S)-Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid

(R)-Benzyloxy-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetic acid methyl ester

(S)-2-[(S)-2-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-acetylamino]-3-methyl-butyric acid methyl ester