Carbamic acid, [(1S,2R)-1-[(3,5-difluorophenyl)methyl]-2-hydroxy-3-[[(1S)-1-methyl-2-[(2 -methylpropyl)amino]-2-oxoethyl]amino]propyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S,2R)-1-[(3,5-difluorophenyl)methyl]-2-hydroxy-3-[[(1S)-1-methyl-2-[(2 -methylpropyl)amino]-2-oxoethyl]amino]propyl]-, 1,1-dimethylethyl ester
• CAS No.: 388073-71-0
• Molecular Formula: C22H35F2N3O4
• Molecular Weight: 443.534

Synonyms:

Chemical Property of Carbamic acid, [(1S,2R)-1-[(3,5-difluorophenyl)methyl]-2-hydroxy-3-[[(1S)-1-methyl-2-[(2 -methylpropyl)amino]-2-oxoethyl]amino]propyl]-, 1,1-dimethylethyl ester

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Technology Process of Carbamic acid, [(1S,2R)-1-[(3,5-difluorophenyl)methyl]-2-hydroxy-3-[[(1S)-1-methyl-2-[(2 -methylpropyl)amino]-2-oxoethyl]amino]propyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1S,2R)-1-[(3,5-difluorophenyl)methyl]-2-hydroxy-3-[[(1S)-1-methyl-2-[(2 -methylpropyl)amino]-2-oxoethyl]amino]propyl]-, 1,1-dimethylethyl 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: 64.0%

tert-butyl (1S)-2-(3,5-difluorophenyl)-1-[(2S)-oxiranyl]ethylcarbamate (388071-27-0) + L-alanine isobutylamide (84914-65-8) → (1S,2R)-[1-(3,5-difluorobenzyl)-2-hydroxy-3-(S)-(1-isobutylcarbamoyl-ethylamino)-propyl]-carbamic acid tert-butyl ester (388073-71-0)

Guidance literature:

With silica gel; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1021/jm061242y

Reference yield:

(1S,2R)-[1-(3,5-difluorobenzyl)-2-hydroxy-3-(S)-(1-isobutylcarbamoyl-ethylamino)-propyl]-carbamic acid tert-butyl ester (388073-71-0) → 2-[3-amino-4-(3,5-difluoro-phenyl)-2-hydroxy-butylamino]-N-isobutyl-propionamide (388075-01-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1021/jm061242y

Reference yield:

(1S,2R)-[1-(3,5-difluorobenzyl)-2-hydroxy-3-(S)-(1-isobutylcarbamoyl-ethylamino)-propyl]-carbamic acid tert-butyl ester (388073-71-0) → N1-((1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[(1S)-2-(isobutylamino)-1-methyl-2-oxoethyl]amino}propyl)-N3,N3-dipropylisophthalamide

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 3 h / 0 °C

2: Et₃N; hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm061242y

upstream raw materials:

tert-butyl (1S)-2-(3,5-difluorophenyl)-1-[(2S)-oxiranyl]ethylcarbamate

L-alanine isobutylamide

Downstream raw materials:

2-[3-amino-4-(3,5-difluoro-phenyl)-2-hydroxy-butylamino]-N-isobutyl-propionamide

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