Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

Base Information

Chemical Name:Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate
CAS No.:114047-83-5
Molecular Formula:C₁₇H₂₆O₅Si
Molecular Weight:338.476
Hs Code.:

Synonyms:Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

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Chemical Property of Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

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Technology Process of Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

There total 3 articles about Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate 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: 85.0%

: 129312-19-2
Ethyl (1R,2S,4S,5S)-2,4-dihydroxy-5-methyl-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

: 114047-83-5
Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

Guidance literature:: With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide;
DOI:10.1039/c39890001250

Reference yield:

: 129313-41-3
Ethyl (1R,2S,4S,5S)-2-hydroxy-4-<(2S)-2-hydroxy-2-phenylacetoxy>-5-methyl-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

: 114047-83-5
Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / K₂CO₃ / ethanol / 16 h / Ambient temperature

2: 1.) DMSO, oxalyl chloride, 2.) NEt₃ / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) -78 deg C, 15 min; -78 deg C to r.t., 1 h

With oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; In ethanol;
DOI:10.1039/a605894i

Reference yield:

: (1RS,2SR,5SR)-ethyl 2-hydroxy-5-methyl-4-oxo-2-(2'-trimethylsilyl-3'-furyl)cyclohexanecarboxylate

: 114047-83-5
Ethyl (1R,2S,5S)-2-hydroxy-5-methyl-4-oxo-2-(2-trimethylsilyl-3-furyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH(OAc)3 / acetic acid

2: 85 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂

With oxalyl dichloride; sodium tris(acetoxy)borohydride; In dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1039/c39890001250