Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester

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Chemical Name:Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester
CAS No.:853234-40-9
Molecular Formula:C₁₃H₁₈O₈
Molecular Weight:302.281
Hs Code.:

Synonyms:Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl 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 Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester

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Technology Process of Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester

There total 2 articles about Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl 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: 83.0%

: 853234-39-6
(1S,2S,3S,6R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-6-hydroxycyclohex-4-ene-1,2,3-triyl triacetate

: 853234-40-9
Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester

Guidance literature:: With pyridine; hydrogen fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2005.03.087

Reference yield:

: 853234-38-5
Acetic acid (1R,5S,6S)-5,6-diacetoxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-cyclohex-3-enyl ester

: 853234-40-9
Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0 °C

2: 83 percent / aq. HF; pyridine / tetrahydrofuran / 0 °C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; hydrogen fluoride; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2005.03.087