(S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

Base Information

• Chemical Name: (S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester
• CAS No.: 186193-24-8
• Molecular Formula: C₄₂H₅₅Cl₄N₃O₉
• Molecular Weight: 887.725
• Mol file: 186193-24-8.mol

Synonyms:

Chemical Property of (S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

There total 1 articles about (S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl 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:

(R)-2-{[(tert-butoxycarbonyl)amino]methyl}propionic acid (132696-45-8) + (S)-2-Amino-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester; compound with trifluoro-acetic acid → (S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester (186193-24-8)

Guidance literature:

With 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diisopropylamine; isobutyl chloroformate; Yield given. Multistep reaction; 1.) THF, 2.) THF;

DOI:10.1021/jo980536r

Reference yield:

(S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester (186193-24-8) → (E)-(3S,6R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-[(S)-1-((2R,3R)-3-phenyl-oxiranyl)-ethyl]-1-oxa-4,8,11-triaza-cyclohexadec-13-ene-2,5,9,12-tetraone (186256-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Zn, AcOH, 2.) CF₃COOH / 1.) sonication, then room temp., 2.) room temp.

2: diisopropylethylamine, pentafluorophenyl diphenylphosphinate / dimethylformamide / Ambient temperature

3: 44 percent / m-chloroperbenzoic acid / CH₂Cl₂

With pentafluorophenyl diphenyl-phosphinate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; zinc; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo980536r

Reference yield:

(S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester (186193-24-8) → (E)-(3S,6R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-[(S)-1-((2S,3S)-3-phenyl-oxiranyl)-ethyl]-1-oxa-4,8,11-triaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Zn, AcOH, 2.) CF₃COOH / 1.) sonication, then room temp., 2.) room temp.

2: diisopropylethylamine, pentafluorophenyl diphenylphosphinate / dimethylformamide / Ambient temperature

3: 23 percent / m-chloroperbenzoic acid / CH₂Cl₂

With pentafluorophenyl diphenyl-phosphinate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; zinc; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo980536r

upstream raw materials:

(R)-2-{[(tert-butoxycarbonyl)amino]methyl}propionic acid

Downstream raw materials:

(S)-2-((R)-3-Amino-2-methyl-propionylamino)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-1-carboxy-2-(3-chloro-4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

(E)-(3S,6R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-((E)-(R)-1-methyl-3-phenyl-allyl)-1-oxa-4,8,11-triaza-cyclohexadec-13-ene-2,5,9,12-tetraone

(E)-(3S,6R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-[(S)-1-((2R,3R)-3-phenyl-oxiranyl)-ethyl]-1-oxa-4,8,11-triaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Refernces