(1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

Base Information

Chemical Name:(1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane
CAS No.:74725-42-1
Molecular Formula:C₂₁H₁₈Cl₂
Molecular Weight:341.28
Hs Code.:

Synonyms:(1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

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Chemical Property of (1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

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Technology Process of (1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

There total 5 articles about (1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane 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: 88.0%

: 74725-41-0
(1R,2R,3S,4S,5S,6S)-7,7-Dichloro-3,4-bis-iodomethyl-2,5-diphenyl-bicyclo[4.1.0]heptane

: 74725-42-1
(1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; for 0.5h;
DOI:10.1021/jo01309a024

Reference yield:

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

: 74725-42-1
(1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 5 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

3: 80 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

4: 59 percent / NaI / acetone / 8 h / Heating

5: 88 percent / KO-t-Bu / tetrahydrofuran / 0.5 h

With sodium hydroxide; lithium aluminium tetrahydride; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo01309a024

Reference yield:

: 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

: 74725-42-1
(1R,2S,5R,6S)-7,7-Dichloro-3,4-dimethylene-2,5-diphenyl-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: 59 percent / NaI / acetone / 8 h / Heating

3: 88 percent / KO-t-Bu / tetrahydrofuran / 0.5 h

With potassium tert-butylate; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo01309a024