(S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester
• CAS No.: 66270-37-9
• Molecular Formula: C₂₁H₃₃N₃O₄
• Molecular Weight: 391.511
• Mol file: 66270-37-9.mol

Synonyms:(S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester

Chemical Property of (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester

There total 5 articles about (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl 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: 84.0%

(S)-2-{(S)-2-[(S)-3-Methyl-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-butyrylamino]-propionylamino}-3-phenyl-propionic acid tert-butyl ester (66270-41-5) → (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester (66270-37-9)

Guidance literature:

With sodium metaborate; cobalt(II) phthalocyanine; In ethanol; at 0 ℃; for 1.5h;

DOI:10.1055/s-1980-29286

Reference yield:

C36H43N3O6 → (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester (66270-37-9)

Guidance literature:

With diethylamine; In acetonitrile; for 1h;

DOI:10.1021/ja0686256

Reference yield:

L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) → (S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-3-phenyl-propionic acid tert-butyl ester (66270-37-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diisopropylethylamine; 1-hydroxybenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / CH₂Cl₂ / 0.33 h / 0 °C

1.2: diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

2.1: 755 mg / diethylamine / acetonitrile / 1 h

3.1: diisopropylethylamine; 1-hydroxybenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / CH₂Cl₂ / 0.33 h / 0 °C

3.2: diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

4.1: 770 mg / diethylamine / acetonitrile / 1 h

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ja0686256

upstream raw materials:

(S)-2-{(S)-2-[(S)-3-Methyl-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-butyrylamino]-propionylamino}-3-phenyl-propionic acid tert-butyl ester

L-phenylalanine tert-butyl ester hydrochloride

(S)-tert-butyl 2-((S)-2-aminopropanamido)-3-phenylpropanoate

Fmoc-Ala-Phe-OtBu

Downstream raw materials:

C₃₈H₆₀N₄O₉

C₂₉H₄₂N₄O₆

C₂₉H₄₄N₄O₇