(S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid

Base Information

• Chemical Name: (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid
• CAS No.: 123228-32-0
• Molecular Formula: C₁₇H₂₄N₂O₆
• Molecular Weight: 352.387
• Mol file: 123228-32-0.mol

Synonyms:(S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid

Chemical Property of (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid

There total 5 articles about (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic 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: 100.0%

N-tert-Butyloxycarbonyl-L-phenylalanyl-L-serine ethyl ester (123228-25-1) → (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid (123228-32-0)

Guidance literature:

With sodium hydroxide; water; In methanol; for 3h;

DOI:10.1039/a907483j

Reference yield: 81.0%

L-serin (56-45-1,83245-15-2) + (S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (514214-66-5) → (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid (123228-32-0)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃;

DOI:10.1039/c2ob07050b

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-2-((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoic acid (123228-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Inert atmosphere

1.2: 12 h

2.1: triethylamine / water; acetonitrile / 20 °C

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; water; acetonitrile;

DOI:10.1039/c2ob07050b

upstream raw materials:

N-tert-Butyloxycarbonyl-L-phenylalanyl-L-serine ethyl ester

N-tert-butoxycarbonyl-L-phenylalanine

L-serin

(S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

Downstream raw materials:

(S)-2-((S)-2-amino-3-phenylpropanamido)-3-(((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)propanoic acid

(S)-2-((S)-2-aminopropanamido)-3-(((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanoyl)oxy)propanoic acid

(5S,9S,12S)-12-benzyl-9-carboxy-5-methyl-3,6,11,14-tetraoxo-1-phenyl-2,7-dioxa-4,10,13-triazapentadecan-15-amine hydrochloride

C₂₀H₂₉N₃O₇