{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

Base Information

Chemical Name:{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde
CAS No.:204375-34-8
Molecular Formula:C₃₄H₄₃BrO₃Si
Molecular Weight:607.703
Hs Code.:

Synonyms:{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

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Chemical Property of {(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

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Technology Process of {(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

There total 10 articles about {(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde 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: 86.0%

: 204375-25-7
{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetonitrile

: 204375-34-8
{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 - 20 ℃; for 1h;
DOI:10.1021/ja990215c

Reference yield:

: 204375-24-6
Methanesulfonic acid (1R,2R,6R)-2-[(S)-2-(5-bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enylmethyl ester

: 204375-34-8
{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 18-crown-6 / acetonitrile / 2.5 h / 60 °C

2: 86 percent / DIBAL / toluene; hexane / 1 h / -78 - 20 °C

With 18-crown-6 ether; diisobutylaluminium hydride; In hexane; toluene; acetonitrile;
DOI:10.1021/ja990215c

Reference yield:

: 204375-29-1
(1R,5R,6R)-5-Isopropyl-2-methyl-bicyclo[4.2.0]oct-2-en-7-one

: 204375-34-8
{(1R,2R,6R)-2-[(S)-2-(5-Bromo-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-isopropyl-3-methyl-cyclohex-3-enyl}-acetaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: 66 percent / 3 h / 60 °C

2: p-TsOH*H₂O / 4 h / 60 °C

3: p-TsOH*H₂O, acetone / 1 h

4: 1.) n-BuLi / 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 1 h

5: 97 percent / imidazole / CH₂Cl₂ / 4 h / 25 °C

6: 99 percent / DIBAL / toluene; hexane / 1 h / -78 °C

7: 92 percent / pyridine, DMAP / 4 h / 25 °C

8: 96 percent / 18-crown-6 / acetonitrile / 2.5 h / 60 °C

9: 86 percent / DIBAL / toluene; hexane / 1 h / -78 - 20 °C

With pyridine; 1H-imidazole; dmap; n-butyllithium; 18-crown-6 ether; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetone; In hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja990215c