((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol

Base Information

Chemical Name:((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol
CAS No.:74725-39-6
Molecular Formula:C₂₁H₂₂Cl₂O₂
Molecular Weight:377.31
Hs Code.:

Synonyms:((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol

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Chemical Property of ((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol

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Technology Process of ((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol

There total 2 articles about ((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol 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: 58.0%

: 74725-38-5
(1R,2S,3S,4S,5R,6S)-7,7-Dichloro-2,5-diphenyl-bicyclo[4.1.0]heptane-3,4-dicarboxylic acid dimethyl ester

: 74725-39-6
((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 14h; Ambient temperature;
DOI:10.1021/jo01309a024

Reference yield:

: 74725-37-4
(+/-)-3c,6c-diphenyl-cyclohex-4-ene-1r,2t-dicarboxylic acid dimethyl ester

: 74725-39-6
((1R,2S,3S,4S,5R,6S)-7,7-Dichloro-4-hydroxymethyl-2,5-diphenyl-bicyclo[4.1.0]hept-3-yl)-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaOH, Et₃PhCH₂NCl / 1.) 0 deg C, 2 h; 2.) room temp., 14 h

2: 58 percent / LiAlH₄ / tetrahydrofuran / 14 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; N-benzyl-N,N,N-triethylammonium chloride; In tetrahydrofuran;
DOI:10.1021/jo01309a024