(1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

Base Information

Chemical Name:(1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol
CAS No.:139277-13-7
Molecular Formula:C₂₇H₂₈O₅S
Molecular Weight:464.582
Hs Code.:

Synonyms:(1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

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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,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

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Technology Process of (1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

There total 7 articles about (1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol 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: 90.0%

: 139277-11-5
(1R,2R,3R,4S,5S)-2-Benzenesulfonyl-3-benzyloxy-5-benzyloxymethyl-7-oxa-bicyclo[2.2.1]heptane

: 139277-13-7
(1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

Guidance literature:: With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In dichloromethane; toluene; at -78 ℃; for 0.25h;
DOI:10.1021/jo00033a002

Reference yield:

: 24363-23-3,38263-45-5,38263-46-6,64589-22-6,90760-55-7,90760-56-8,117772-64-2
(+/-)-7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid

: 139277-13-7
(1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / CHCl₃ / 48 h / 0 deg C to r.t.

2: 90 percent / LAH / tetrahydrofuran / 1 h / 0 °C

3: 90 percent / KOH / dioxane / 3 h / Heating

4: 97 percent / magnesium monoperoxyphthalate (MMPP) / methanol / 0 °C

5: 90 percent / n-BuLi, TMEDA / toluene; CH₂Cl₂ / 0.25 h / -78 °C

With potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; magnesium monoperoxyphthalate hexahydrate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/jo00033a002

Reference yield:

: 100-44-7
benzyl chloride

: 139277-13-7
(1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / KOH / dioxane / 3 h / Heating

2: 97 percent / magnesium monoperoxyphthalate (MMPP) / methanol / 0 °C

3: 90 percent / n-BuLi, TMEDA / toluene; CH₂Cl₂ / 0.25 h / -78 °C

With potassium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; magnesium monoperoxyphthalate hexahydrate; In 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.1021/jo00033a002