1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

Base Information

Chemical Name:1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid
CAS No.:141292-98-0
Molecular Formula:C₂₈H₄₂O₆Si
Molecular Weight:502.723
Hs Code.:

Synonyms:1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

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Chemical Property of 1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

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Technology Process of 1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

There total 15 articles about 1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid 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%

: 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

: 141292-98-0
1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

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

Reference yield:

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

: 141292-98-0
1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

Guidance literature:: Multi-step reaction with 14 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

14: 90 percent / NaClO₂ / 2-methyl-propan-2-ol; H₂O

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; sodium chlorite; 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; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo00037a005

Reference yield:

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

: 141292-98-0
1-Acetoxy-4-benzyloxymethyl-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarboxylic acid

Guidance literature:: Multi-step reaction with 11 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

9: MCPBA / CH₂Cl₂

10: 90 percent / NaOAC / 125 °C

11: 90 percent / NaClO₂ / 2-methyl-propan-2-ol; H₂O

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