Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

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Chemical Name:Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester
CAS No.:141292-97-9
Molecular Formula:C₂₈H₄₂O₅Si
Molecular Weight:486.724
Hs Code.:

Synonyms:Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

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Chemical Property of Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

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Technology Process of Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

There total 14 articles about Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester 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: 90.0%

: 108-24-7
acetic anhydride

: 141292-95-7,141292-96-8
1-((S)-Benzenesulfinylmethyl)-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enol

: 141292-97-9
Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

Guidance literature:: With sodium acetate; at 125 ℃;
DOI:10.1021/jo00037a005

Reference yield: 90.0%

: 108-24-7
acetic anhydride

: 141292-95-7,141292-96-8
1-((R)-Benzenesulfinylmethyl)-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enol

: 141292-97-9
Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

Guidance literature:: With sodium acetate; at 125 ℃;
DOI:10.1021/jo00037a005

Reference yield:

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

: 141292-97-9
Acetic acid 4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-1-formyl-5-methyl-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 13 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

12: MCPBA / CH₂Cl₂

13: 90 percent / NaOAC / 125 °C

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; sodium acetate; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo00037a005