((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

Base Information

Chemical Name:((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol
CAS No.:1006380-46-6
Molecular Formula:C₁₇H₂₆O₃Si
Molecular Weight:306.477
Hs Code.:

Synonyms:((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

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Chemical Property of ((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

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Technology Process of ((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

There total 3 articles about ((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol 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:

: 1006380-45-5
(1S,2S,5S,6R)-5,6-bis((benzyloxy)methyl)-2-((dimethyl(phenyl)silyl)methyl)cyclohex-3-enol

: 1006380-46-6
((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

Guidance literature:: With naphthalene; lithium; In tetrahydrofuran; at -20 ℃; for 2h;
DOI:10.1021/ol7027338

Reference yield:

: (1SR,2SR,5SR,6RS)-5,6-bis((benzyloxy)methyl)-2-((dimethyl(phenyl)silyl)methyl)cyclohex-3-enol

: 1006380-46-6
((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

Guidance literature:: Multi-step reaction with 2 steps

1: CHIRACEL OD column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

2: naphthalene; lithium / tetrahydrofuran / 2 h / -20 °C / Inert atmosphere

With naphthalene; lithium; In tetrahydrofuran; hexane; isopropyl alcohol;
DOI:10.1002/chem.201200257

Reference yield:

: 130156-82-0
(1R*,2R*,3S*,4S*)-2,3-bis(benzyloxymethyl)-7-oxabicyclo[2.2.1]hept-5-ene

: 1006380-46-6
((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium / diethyl ether; dichloromethane / 1 h / 40 °C / Inert atmosphere; Sonication

1.2: 24.5 h / 20 °C / Inert atmosphere; Sonication

2.1: CHIRACEL OD column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

3.1: naphthalene; lithium / tetrahydrofuran / 2 h / -20 °C / Inert atmosphere

With naphthalene; lithium; magnesium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; isopropyl alcohol;
DOI:10.1002/chem.201200257