methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

Base Information

Chemical Name:methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate
CAS No.:153919-34-7
Molecular Formula:C₂₁H₂₅ClO₉S
Molecular Weight:488.943
Hs Code.:

Synonyms:methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

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Chemical Property of methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

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Technology Process of methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

There total 1 articles about methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-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: 78.0%

: methyl 3(S),4(S),5(R)-triacetoxy-2-<(4-methoxyphenyl)thio>-1-cyclohexanecarboxylate

: 153919-34-7
methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

: methyl 3(S),4(S),5(R)-triacetoxy-2(R)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

Guidance literature:: With sulfuryl dichloride; In dichloromethane; for 1h;
DOI:10.1021/jo00082a038

Reference yield: 62.0%

: 153919-34-7
methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

: methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)sulfinyl>-1(R)-cyclohexanecarboxylate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -41 ℃; for 1.5h;
DOI:10.1021/jo00082a038

Reference yield:

: 153919-34-7
methyl 3(S),4(S),5(R)-triacetoxy-2(S)-chloro-2-<(4-methoxyphenyl)thio>-1(R)-cyclohexanecarboxylate

: 2-chloroshikimic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / 85percent mCPBA / CH₂Cl₂ / 1.5 h / -41 °C

2: 66 percent / toluene / 12.5 h / Heating

3: 80 percent / 1N aq. NaOH / methanol / 0.25 h / Ambient temperature

With sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; toluene;
DOI:10.1021/jo00082a038