(1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

Base Information

Chemical Name:(1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester
CAS No.:371975-10-9
Molecular Formula:C₁₈H₂₈O₇
Molecular Weight:356.416
Hs Code.:

Synonyms:(1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

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Technology Process of (1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

There total 6 articles about (1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl 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: 86.0%

: 108-24-7
acetic anhydride

: 371975-04-1
(1S,2S,4R)-4-Hydroxy-5-oxo-cyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

: 371975-10-9
(1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo015570b

Reference yield:

: 51096-08-3
(1S,2S)-cyclohex-4-ene-1,2-dicarboxylic acid

: 371975-10-9
(1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: benzene / 36 h / Heating

2.1: Et₃NO; OsCl₃; H₂O / CH₂Cl₂

3.1: Bu₂SnO / toluene / 12 h / Heating

3.2: 84 percent / NBS / CHCl₃ / 1.5 h / 20 °C

4.1: 86 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; osmium (III) chloride; triethylamine N-oxide; water; di(n-butyl)tin oxide; In dichloromethane; toluene; benzene;
DOI:10.1021/jo015570b

Reference yield:

: 221344-09-8
(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

: 371975-10-9
(1S,2S,4R)-4-acetoxy-5-oxocyclohexane-1,2-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 12 h / Heating

1.2: 84 percent / NBS / CHCl₃ / 1.5 h / 20 °C

2.1: 86 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; di(n-butyl)tin oxide; In dichloromethane; toluene;
DOI:10.1021/jo015570b