(1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester
CAS No.:129166-24-1
Molecular Formula:C₃₈H₅₆O₆Si₂
Molecular Weight:665.03
Hs Code.:

(1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

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Chemical Property of (1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

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Technology Process of (1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

There total 15 articles about (1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl 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:

: 28127-64-2
methyl (2E)-2-(hydroxymethyl)-2-butenoate

: 129166-24-1,147058-91-1,147059-00-5
(1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 98 percent / imidazole / dimethylformamide / 23 °C

2: 94 percent / DIBAL-H / diethyl ether / -50 - -30 °C

3: 86 percent / MnO₂ / CH₂Cl₂ / 23 °C

4: 90 percent / CH₂Cl₂ / Heating

5: 96 percent / DIBAL-H / diethyl ether / -50 °C

6: 98 percent / MnO₂ / CH₂Cl₂ / 23 °C

7: 89 percent / LiN(TMS)2 / tetrahydrofuran / 0 °C

8: 73 percent / BHT / trichloroethene / 16 h / 135 °C

9: 97 percent / DIBAL-H / CH₂Cl₂ / -78 - -30 °C

10: 89 percent / imidazole / dimethylformamide / 23 °C

11: 1) DMSO, (COCl)2, 2) Et₃N / 1) -78 deg C, CH₂Cl₂

12: K₂CO₃ / 0 °C

13: DMAP, Et₃N / CH₂Cl₂

With 1H-imidazole; dmap; manganese(IV) oxide; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; Trichloroethylene; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)70684-8

Reference yield:

: 146983-30-4
4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2(E),4(Z)-hexadienol

: 129166-24-1,147058-91-1,147059-00-5
(1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / MnO₂ / CH₂Cl₂ / 23 °C

2: 89 percent / LiN(TMS)2 / tetrahydrofuran / 0 °C

3: 73 percent / BHT / trichloroethene / 16 h / 135 °C

4: 97 percent / DIBAL-H / CH₂Cl₂ / -78 - -30 °C

5: 89 percent / imidazole / dimethylformamide / 23 °C

6: 1) DMSO, (COCl)2, 2) Et₃N / 1) -78 deg C, CH₂Cl₂

7: K₂CO₃ / 0 °C

8: DMAP, Et₃N / CH₂Cl₂

With 1H-imidazole; dmap; manganese(IV) oxide; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; Trichloroethylene; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)70684-8

Reference yield:

: 146983-21-3
2-<<(tert-butyldiphenylsilyl)oxy>methyl>-2(Z)-butenol

: 129166-24-1,147058-91-1,147059-00-5
(1S,2R,5R)-1-Acetoxy-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 86 percent / MnO₂ / CH₂Cl₂ / 23 °C

2: 90 percent / CH₂Cl₂ / Heating

3: 96 percent / DIBAL-H / diethyl ether / -50 °C

4: 98 percent / MnO₂ / CH₂Cl₂ / 23 °C

5: 89 percent / LiN(TMS)2 / tetrahydrofuran / 0 °C

6: 73 percent / BHT / trichloroethene / 16 h / 135 °C

7: 97 percent / DIBAL-H / CH₂Cl₂ / -78 - -30 °C

8: 89 percent / imidazole / dimethylformamide / 23 °C

9: 1) DMSO, (COCl)2, 2) Et₃N / 1) -78 deg C, CH₂Cl₂

10: K₂CO₃ / 0 °C

11: DMAP, Et₃N / CH₂Cl₂

With 1H-imidazole; dmap; manganese(IV) oxide; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; Trichloroethylene; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)70684-8