3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

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Chemical Name:3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester
CAS No.:289708-18-5
Molecular Formula:C₂₉H₃₉N₃O₇
Molecular Weight:541.645
Hs Code.:

Synonyms:3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

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Chemical Property of 3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

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Technology Process of 3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

There total 4 articles about 3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl 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: 92.0%

: 289707-97-7
(S)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (S)-1-(2-benzyloxycarbonyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-butyl ester

: 289708-18-5
3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

Guidance literature:: (S)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (S)-1-(2-benzyloxycarbonyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-butyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With triethylamine; In dichloromethane; for 1h; Further stages.;
DOI:10.1039/b002027n

Reference yield:

: 34509-32-5
β-Formylaminopropionsaeurebenzylester

: 289708-18-5
3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 67 percent / diphosgene; N-methylmorpholine / CH₂Cl₂ / -15 °C

2.1: 69 percent / CH₂Cl₂ / 20 °C

3.1: TFA / CH₂Cl₂ / 1 h / 20 °C

3.2: 92 percent / Et₃N / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; trifluoroacetic acid; trichloromethyl chloroformate; In dichloromethane; 1.1: Dehydration / 2.1: Passerini condensation / 3.1: Boc cleavage / 3.2: Transacylation;
DOI:10.1039/b002027n

Reference yield:

: 289707-86-4
Benzyl 3-isocyanopropionate

: 289708-18-5
3-[(S)-3-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-2-hydroxy-pentanoylamino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 69 percent / CH₂Cl₂ / 20 °C

2.1: TFA / CH₂Cl₂ / 1 h / 20 °C

2.2: 92 percent / Et₃N / CH₂Cl₂ / 1 h

With trifluoroacetic acid; In dichloromethane; 1.1: Passerini condensation / 2.1: Boc cleavage / 2.2: Transacylation;
DOI:10.1039/b002027n