(2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

Base Information

Chemical Name:(2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate
CAS No.:1392011-21-0
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:(2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

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Chemical Property of (2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

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Technology Process of (2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

There total 6 articles about (2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate 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%

: 1392011-04-9
ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate

: 1392011-21-0
(2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

Guidance literature:: With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; In dichloromethane; water; at -5 - 0 ℃; pH=7; optical yield given as %ee; enantioselective reaction; Sonication;
DOI:10.1002/chem.201103739

Reference yield:

: 1392011-04-9
ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate

: 1392011-21-0
(2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

: ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

Guidance literature:: With dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol; In dichloromethane; water; at -5 - 0 ℃; pH=7; optical yield given as %de; diastereoselective reaction; Sonication;
DOI:10.1002/chem.201103739

Reference yield:

: 1145-81-9
ethyl 2-(benzyloxycarbonylamino)ethanoate

: 1392011-21-0
(2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane / tetrahydrofuran; hexane / 2.5 h / -78 °C / Inert atmosphere

3.1: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide / dichloromethane; water / -5 - 0 °C / pH 7 / Sonication

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/chem.201103739