ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate

Base Information

• Chemical Name: ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate
• CAS No.: 1392011-04-9
• Molecular Formula: C₁₉H₂₅NO₅
• Molecular Weight: 347.411
• Mol file: 1392011-04-9.mol

Synonyms:ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate

Chemical Property of ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate

There total 1 articles about ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate 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:

ethyl 2-(benzyloxycarbonylamino)ethanoate (1145-81-9) → ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate (1392011-04-9)

Guidance literature:

Multi-step reaction with 2 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

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;

DOI:10.1002/chem.201103739

Reference yield: 92.0%

ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate (1392011-04-9) → (2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate (1392011-21-0)

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:

ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-oxopropanoate (1392011-04-9) → (2S,3S)-ethyl 2-(benzyloxycarbonylamino)-3-cyclohexyl-3-hydroxypropanoate (1392011-21-0) + 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

upstream raw materials:

ethyl 2-(benzyloxycarbonylamino)ethanoate

Downstream raw materials:

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