(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Base Information

Chemical Name:(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester
CAS No.:794568-14-2
Molecular Formula:C₄₆H₇₄O₅Si₃
Molecular Weight:791.347
Hs Code.:

(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Synonyms:(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Suppliers and Price of (E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

There total 12 articles about (E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic 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: 90.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 794568-12-0
(E)-3-{(1R,2R,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-hydroxy-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl}-acrylic acid methyl ester

: 794568-14-2
(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 192h;
DOI:10.1021/ol048720o

Reference yield:

: 794567-94-5
(2E,4E)-8-(tert-Butyl-dimethyl-silanyloxy)-nona-2,4-dienal

: 794568-14-2
(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

1.2: AlMe₃ / CH₂Cl₂

2.1: 86 percent / lutidine / CH₂Cl₂ / -78 °C

3.1: 90 percent / DIBALH / tetrahydrofuran / -78 °C

4.1: 95 percent / tetrahydrofuran / -78 - 20 °C

5.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂

6.1: 78 percent / toluene / 12 h / 75 °C

7.1: 84 percent / CuBr*SMe₂ / tetrahydrofuran / 4 h / -78 °C

8.1: 92 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / -100 °C

9.1: 67 percent / Hoveyda-Grubbs' II catalyst / CH₂Cl₂ / 18 h / Heating

10.1: 90 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 192 h

With dmap; lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; lutidine; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; dichloromethane; toluene; 1.1: Evans aldol reaction / 5.1: Dess-Martin oxidation;
DOI:10.1021/ol048720o

Reference yield:

: 794568-03-9
(2E,4E)-8-(tert-Butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

: 794568-14-2
(E)-3-[(1R,2S,3S,3aR,4S,5R,7aS)-1-(tert-Butyl-dimethyl-silanyloxy)-5-[3-(tert-butyl-dimethyl-silanyloxy)-butyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 94 percent / MnO₂ / CH₂Cl₂

2.1: n-Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

2.2: AlMe₃ / CH₂Cl₂

3.1: 86 percent / lutidine / CH₂Cl₂ / -78 °C

4.1: 90 percent / DIBALH / tetrahydrofuran / -78 °C

5.1: 95 percent / tetrahydrofuran / -78 - 20 °C

6.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂

7.1: 78 percent / toluene / 12 h / 75 °C

8.1: 84 percent / CuBr*SMe₂ / tetrahydrofuran / 4 h / -78 °C

9.1: 92 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / -100 °C

10.1: 67 percent / Hoveyda-Grubbs' II catalyst / CH₂Cl₂ / 18 h / Heating

11.1: 90 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 192 h

With dmap; manganese(IV) oxide; lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; lutidine; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; dichloromethane; toluene; 2.1: Evans aldol reaction / 6.1: Dess-Martin oxidation;
DOI:10.1021/ol048720o