(R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

Base Information

Chemical Name:(R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone
CAS No.:793723-97-4
Molecular Formula:C₂₇H₄₁IO₄Si
Molecular Weight:584.61
Hs Code.:

Synonyms:(R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

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Chemical Property of (R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

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Technology Process of (R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

There total 2 articles about (R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone 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:

: 482351-10-0
(3R)-3-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone

: 3-[(E)-3-(4-Methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

: 793723-97-4
(R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

Guidance literature:: (3R)-3-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; diallylcarbonate; In acetonitrile; at 20 ℃; for 12h;

With dmap; iodine; In dichloromethane; Further stages.;
DOI:10.1016/j.tet.2004.06.141

Reference yield:

: [[2-(7R)-1,4-dioxaspiro[4,5]dec-7-yl-4-[(4-methoxyphenyl)methoxy]-2-butenyl]oxy]tris-(1-methylethyl)silane

: 793723-97-4
(R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4.08 g / dl-CSA / acetone / 48 h / 20 °C

2.1: 2,2,6,6-tetramethylpiperidine; BuLi; TMSCl / hexane; tetrahydrofuran / 2 h / -78 °C

2.2: diallyl carbonate; Pd₂(dba)3*CHCl₃ / acetonitrile / 12 h / 20 °C

2.3: I₂; DMAP / CH₂Cl₂

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; chloro-trimethyl-silane; DL-10-camphorsulfonic acid; In tetrahydrofuran; hexane; acetone; 2.2: Saegusa-Ito reaction;
DOI:10.1016/j.tet.2004.06.141

Reference yield: 100.0%

: 76074-18-5
trimethyl-(2-nitro-phenyl)-stannane

: 793723-97-4
(R)-2-Iodo-5-[(E)-3-(4-methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-cyclohex-2-enone

: 482351-25-7
(R)-5-[(E)-3-(4-Methoxy-benzyloxy)-1-triisopropylsilanyloxymethyl-propenyl]-2-(2-nitro-phenyl)-cyclohex-2-enone

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.141