(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

Base Information

Chemical Name:(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene
CAS No.:183674-56-8
Molecular Formula:C₂₂H₂₉BrO
Molecular Weight:389.376
Hs Code.:

Synonyms:(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

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Chemical Property of (3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

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Technology Process of (3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

There total 3 articles about (3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene 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: 66.0%

: 153140-75-1
1-bromo-2-[(Z)-2-bromoethenyl]benzene

: 150252-11-2
tert-butyl (1S,3aS,7aS)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-1-yl ether

: 183674-56-8
(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

Guidance literature:: With palladium diacetate; silver orthophosphate; triphenylphosphine; In N,N-dimethyl-formamide; at 120 ℃; for 60h;
DOI:10.1021/ja981539o

Reference yield:

: 6630-33-7
ortho-bromobenzaldehyde

: 183674-56-8
(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) PPh₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, from 0 deg C to RT, 2 h

2: 99 percent / Pd(PPh₃)4, n-Bu₃SnH / toluene / 1 h / Ambient temperature

3: 66 percent / Pd(OAc)2, PPh₃, Ag₃PO₄ / dimethylformamide / 60 h / 120 °C

With palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; tri-n-butyl-tin hydride; triphenylphosphine; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja981539o

Reference yield:

: 213599-19-0
1-bromo-2-(2,2-dibromovinyl)benzene

: 183674-56-8
(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Pd(PPh₃)4, n-Bu₃SnH / toluene / 1 h / Ambient temperature

2: 66 percent / Pd(OAc)2, PPh₃, Ag₃PO₄ / dimethylformamide / 60 h / 120 °C

With palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; tri-n-butyl-tin hydride; triphenylphosphine; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja981539o