(2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

Base Information

Chemical Name:(2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester
CAS No.:128659-96-1
Molecular Formula:C₂₆H₃₇F₂NO₅
Molecular Weight:481.58
Hs Code.:

Synonyms:(2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

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Chemical Property of (2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

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Technology Process of (2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

There total 4 articles about (2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl 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: 78.0%

: 121584-81-4,128707-38-0
(2R,4S,5R)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-4-hydroxy-2-isobutyl-hexanoic acid ethyl ester

: 128659-96-1
(2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

Guidance literature:: With dichloro-acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; toluene; at 25 ℃;
DOI:10.1021/ja00173a066

Reference yield:

: 121584-80-3
(2R,4R,5R)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-4-iodo-2-isobutyl-hexanoic acid ethyl ester

: 128659-96-1
(2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / buffered peroxytrifluoroacetic acid / CH₂Cl₂ / 0 °C

2: 78 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, dichloroacetic acid / toluene; dimethylsulfoxide / 25 °C

With dichloro-acetic acid; buffered peroxytrifluoroacetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ja00173a066

Reference yield:

: 128777-40-2
(2R,4R,5R)-5-Amino-6-cyclohexyl-3,3-difluoro-4-iodo-2-isobutyl-hexanoic acid ethyl ester; hydrochloride

: 128659-96-1
(2S,5S)-5-Benzyloxycarbonylamino-6-cyclohexyl-3,3-difluoro-2-isobutyl-4-oxo-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / aq. NaHCO₃ / tetrahydrofuran / 0 °C

2: 73 percent / buffered peroxytrifluoroacetic acid / CH₂Cl₂ / 0 °C

3: 78 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, dichloroacetic acid / toluene; dimethylsulfoxide / 25 °C

With dichloro-acetic acid; buffered peroxytrifluoroacetic acid; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ja00173a066