(1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

Base Information

Chemical Name:(1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene
CAS No.:102939-75-3
Molecular Formula:C₁₇H₁₈Br₂O
Molecular Weight:398.137
Hs Code.:

Synonyms:(1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

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Chemical Property of (1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

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Technology Process of (1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

There total 3 articles about (1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene 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: 50.0%

: 558-13-4
carbon tetrabromide

: 102939-69-5
(1S,2R,4S)-2-(3-Methoxy-benzyl)-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde

: 102939-75-3
(1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

Guidance literature:: With triphenylphosphine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(00)98658-1

Reference yield:

: 102939-68-4
(1S,2R,4S)-2-(3-Methoxy-benzyl)-bicyclo[2.2.1]hept-5-ene-2-carbonitrile

: 102939-75-3
(1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / DIBAL-H / hexane; diethyl ether / 0 °C

2: 50 percent / Ph₃P / CH₂Cl₂ / 0 °C

With diisobutylaluminium hydride; triphenylphosphine; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)98658-1

Reference yield:

: 95-11-4,2888-90-6,2890-96-2,72002-89-2,79731-54-7,79731-55-8
bicyclo<2.2.1>heptene-5 carbonitrile-2

: 102939-75-3
(1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C: 2.) -78 deg C to 0 deg C

2: 76 percent / DIBAL-H / hexane; diethyl ether / 0 °C

3: 50 percent / Ph₃P / CH₂Cl₂ / 0 °C

With diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)98658-1