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

Base Information

Chemical Name:(3R)-3-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone
CAS No.:482351-10-0
Molecular Formula:C₂₇H₄₄O₄Si
Molecular Weight:460.729
Hs Code.:

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

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Chemical Property of (3R)-3-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone

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Technology Process of (3R)-3-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone

There total 1 articles about (3R)-3-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone 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: 62.0%

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

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

: (3R)-3-[(1Z)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]cyclohexanone

Guidance literature:: With DL-10-camphorsulfonic acid; In acetone; at 20 ℃; for 48h;
DOI:10.1021/ja028457r

Reference yield:

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

: 482351-11-1
(5R)-5-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]-2-cyclohexen-1-one

: 3-[(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 chloro-trimethyl-silane; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; diallylcarbonate; In acetonitrile; at 20 ℃; for 12h; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/ja028457r

Reference yield:

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

: 482351-31-5
C₃₅H₅₀N₂O₄SSi

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / I₂; DMAP / CH₂Cl₂ / 5 h / 20 °C

2: 100 percent / Pd₂(dba)3*CHCl₃; Ph₃As; CuI / dimethylformamide / 48 h / 20 °C

3: 100 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

4: 100 percent / 3HF*Et₃N / tetrahydrofuran / 50 h / 20 °C

5: N,N-diisoropylethylamine / CH₂Cl₂ / 0.5 h / -78 °C

6: N,N-diisoropylethylamine / CH₂Cl₂ / 1 h / -78 °C

7: 10.0 mg / Zn; aq. NH₄Cl / methanol / 2 h / 20 °C

8: 86 percent / 4 Angstroem molecular sieves; DMTSF / CH₂Cl₂ / 2 h / 20 °C

9: 6 percent / NaBH₃CN; TiCl₄ / CH₂Cl₂; tetrahydrofuran / 1 h / -78 °C

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triphenyl-arsane; 4 A molecular sieve; iodine; titanium tetrachloride; sodium cyanoborohydride; ammonium chloride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3: Stille coupling;
DOI:10.1016/j.tet.2004.06.141