{4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

Base Information

Chemical Name:{4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol
CAS No.:141292-92-4
Molecular Formula:C₂₆H₄₁BrO₃Si
Molecular Weight:509.599
Hs Code.:

Synonyms:{4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

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Chemical Property of {4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

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Technology Process of {4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

There total 9 articles about {4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol 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: 99.0%

: 141292-90-2
4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

: 141292-92-4
{4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

Guidance literature:: With sodium tetrahydroborate; In methanol;
DOI:10.1021/jo00037a005

Reference yield:

: 40665-79-0
(3-benzyloxy-2-oxopropyl)phosphonic acid dimethyl ester

: 141292-92-4
{4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / K₂CO₃, 18-crown-6 / acetonitrile

2: 86 percent / DMPU / tetrahydrofuran

3: 91 percent / TBAF

4: 100 percent / DMSO

5: 83 percent / CH₂Cl₂

6: 95 percent / DIBAH

7: 93 percent / imidazole

8: 88 percent / chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one / CH₂Cl₂ / 8 h / -78 - -40 °C

9: 99 percent / NaBH₄ / methanol

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; 18-crown-6 ether; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00037a005

Reference yield:

: 141292-86-6
(2E,4Z)-4-Benzyloxymethyl-hexa-2,4-dien-1-ol

: 141292-92-4
{4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enyl}-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / DMSO

2: 83 percent / CH₂Cl₂

3: 95 percent / DIBAH

4: 93 percent / imidazole

5: 88 percent / chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one / CH₂Cl₂ / 8 h / -78 - -40 °C

6: 99 percent / NaBH₄ / methanol

With 1H-imidazole; sodium tetrahydroborate; diisobutylaluminium hydride; dimethyl sulfoxide; chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one; In methanol; dichloromethane;
DOI:10.1021/jo00037a005