3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

Base Information

• Chemical Name: 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid
• CAS No.: 191849-93-1
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.335
• Mol file: 191849-93-1.mol

Synonyms:3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

Chemical Property of 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

Chemical Property:

Purity/Quality:

99.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

There total 18 articles about 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid 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: 73.0%

di-tert-butyl dicarbonate (24424-99-5) + ((S)-1-benzyl-2-cyano-2-hydroxy-ethyl)-carbamic acid tert-butyl ester (186393-18-0) → 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1)

Guidance literature:

((S)-1-benzyl-2-cyano-2-hydroxy-ethyl)-carbamic acid tert-butyl ester; With hydrogenchloride; for 1h; Reflux;

di-tert-butyl dicarbonate; at 20 ℃;

Reference yield: 72.0%

di-tert-butyl dicarbonate (24424-99-5) + 2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid (209173-80-8) → 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1)

Guidance literature:

di-tert-butyl dicarbonate; 3(S)-amino-2(R,S)-hydroxy-4-phenylbutyric acid; With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 18h; pH=10 - 11;

With hydrogenchloride; In water; pH=2;

Reference yield: 68.7%

di-tert-butyl dicarbonate (24424-99-5) + (R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride (1201292-56-9) → 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 0 ℃; for 1h;

DOI:10.1016/0223-5234(91)90104-U

upstream raw materials:

di-tert-butyl dicarbonate

2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid

(R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride

Boc-L-phenylalaninal

Downstream raw materials:

[(S)-1-Benzyl-2-hydroxy-2-(2-hydroxy-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate

2(R)-[3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyryl-amino]-3-phenylpropionic acid methyl ester

2(S)-[3(S)-(N-tert-butyloxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-3-phenylpropionitrile