(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

Base Information

Chemical Name:(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane
CAS No.:186703-36-6
Molecular Formula:C₂₆H₃₂O₆S
Molecular Weight:472.602
Hs Code.:

Synonyms:(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

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Chemical Property of (-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

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Technology Process of (-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

There total 6 articles about (-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane 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: 80.0%

: 100-39-0
benzyl bromide

: 186703-35-5
(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-6-(4'-methylphenylsulfonyloxy)cyclohexan-4-ol

: 186703-36-6
(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -50 - 20 ℃; for 12h;
DOI:10.1039/a909292g

Reference yield:

: 186703-34-4
(-)-(1R,2R,4S,6R)-1,2-Cyclohexylidenedioxy-4-(tert-butyldiphenylsilyl)-6-(4'-methylphenylsulfonyloxy)cyclohexane

: 186703-36-6
(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / TBAF / tetrahydrofuran / 16 h / 20 °C

2: 80 percent / NaH / dimethylformamide / 12 h / -50 - 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Alkylation;
DOI:10.1039/a909292g

Reference yield:

: (1S,2R,6R)-1,2-Cyclohexylidenedioxycyclohexane-4,6-diol

: 186703-36-6
(-)-(1R,2R,4R,6R)-1,2-Cyclohexylidenedioxy-4-benzyl-6-(4'-methylphenylsulfonyloxy)cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

2: 67 percent / Et₃N; DMAP / CH₂Cl₂ / 72 h / 20 °C

3: 100 percent / TBAF / tetrahydrofuran / 16 h / 20 °C

4: 80 percent / NaH / dimethylformamide / 12 h / -50 - 20 °C

With dmap; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Tosylation / 3: Substitution / 4: Alkylation;
DOI:10.1039/a909292g