tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

Base Information

Chemical Name:tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate
CAS No.:679788-47-7
Molecular Formula:C₂₈H₄₄O₄
Molecular Weight:444.655
Hs Code.:

Synonyms:tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

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Chemical Property of tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

Chemical Property:

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Technology Process of tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

There total 10 articles about tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate 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: 84.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 679788-46-6
(3S,3aS,7aR)-6-(2'-bromo-4'-methoxycyclohex-1'-enyl)-3-tert-butoxy-3a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene

: 679788-47-7
tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

Guidance literature:: tert-Butyl acrylate; (3S,3aS,7aR)-6-(2'-bromo-4'-methoxycyclohex-1'-enyl)-3-tert-butoxy-3a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene; With tetrabutylammonium acetate; In water; N,N-dimethyl-formamide; acetonitrile; for 0.0833333h; sonification;

With tris-(o-tolyl)phosphine; trans-di(μ-acetato)bis[o-(di-o-tolylphosphanyl)Bn]diPd(II); In water; N,N-dimethyl-formamide; acetonitrile; at 105 ℃; for 4.5h; Further stages.;
DOI:10.1002/chem.200601240

Reference yield:

: 654667-51-3
2-bromo-4-methoxy-1-trifluoromethanesulfonyloxycyclohexene

: 679788-47-7
tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium cyano(bistributylstannyl)cuprate / tetrahydrofuran / 4 h / -78 - 20 °C

1.2: 497 mg / CuI; LiCl / [Pd₂(dba)3] / 1-methyl-pyrrolidin-2-one / 5 h / 65 °C

2.1: nBu₄NOAc / dimethylformamide; acetonitrile; H₂O / 0.08 h / sonification

2.2: 84 percent / tri-o-tolylphosphane / trans-di(μ-acetato)bis[o-(di-o-tolylphosphanyl)Bn]diPd(II) / dimethylformamide; acetonitrile; H2O / 4.5 h / 105 °C

With tetrabutylammonium acetate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 1.2: Stille coupling / 2.1: Heck reaction;
DOI:10.1002/chem.200601240

Reference yield:

: (1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-tributyl-stannane

: 679788-47-7
tert-butyl (E)-(1''S,3a''R,7a''S)-3-[2'-(1''-tert-butoxy-7a''-methyl-2'',3'',3a'',6'',7'',7a''-hexahydro-1''H-inden-5''-yl)-5'-methoxycyclohex-1'-enyl]acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / Pd₂(dba)3*CHCl₃; Ph₃As; CuI / LiCl / 1-methyl-pyrrolidin-2-one / 5 h / 65 °C

2: 74 percent / n-Bu₄NOAc; {[2-(bis(o-tolyl)phosphino)benzyl]Pd[acetyl]}2 / dimethylformamide; acetonitrile; H₂O / 4 h / 105 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; {[2-(bis(o-tolyl)phosphino)benzyl]Pd[acetyl]}2; tetrabutylammonium acetate; lithium chloride; In 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide; acetonitrile; 1: Stille coupling / 2: Heck reaction;
DOI:10.1002/anie.200352162