4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

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Chemical Name:4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol
CAS No.:141292-94-6
Molecular Formula:C₃₂H₄₆O₃SSi
Molecular Weight:538.867
Hs Code.:

Synonyms:4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

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Chemical Property of 4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

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Technology Process of 4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

There total 11 articles about 4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol 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: 96.0%

: 108-98-5
thiophenol

: 141292-93-5,141393-82-0
[(E)-3-(6-Benzyloxymethyl-7-methyl-1-oxa-spiro[2.5]oct-5-en-4-yl)-2-methyl-allyloxy]-tert-butyl-dimethyl-silane

: 141292-94-6
4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

Guidance literature:: With sodium hydroxide; In tert-butyl alcohol;
DOI:10.1021/jo00037a005

Reference yield:

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

: 141292-94-6
4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 11 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

10: 98 percent / NaOMe / methanol / 5 h / Ambient temperature

11: 96 percent / NaOH / 2-methyl-propan-2-ol

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

Reference yield:

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

: 141292-94-6
4-Benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-1-phenylsulfanylmethyl-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 8 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

7: 98 percent / NaOMe / methanol / 5 h / Ambient temperature

8: 96 percent / NaOH / 2-methyl-propan-2-ol

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