(3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Base Information

Chemical Name:(3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol
CAS No.:314242-24-5
Molecular Formula:C₃₇H₅₀O₅Si
Molecular Weight:602.886
Hs Code.:

Synonyms:(3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

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Chemical Property of (3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

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Technology Process of (3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

There total 10 articles about (3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol 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: 98.0%

: {(S)-4-Benzyloxy-5-[(3aS,4S,7aR)-4-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-3a-yl]-4-methyl-pentyloxy}-tert-butyl-diphenyl-silane

: 314242-24-5
(3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)01479-9

Reference yield:

: 314242-20-1
(3aS,4S,7aR)-2,2-Dimethyl-3a-prop-2-ynyl-hexahydro-benzo[1,3]dioxol-4-ol

: 314242-24-5
(3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 92 percent / NaH / dimethylformamide / 2 h / 0 °C

2.1: 97 percent / H₂; quinoline / Lindlar's catalyst / hexane / 1.17 h

3.1: Hg(OAc)2 / methanol / 1 h

3.2: 80 percent / PdCl₂; LiCl; CuCl₂ / 0.5 h

4.1: diethyl ether / -78 °C

5.1: 98 percent / KH; (n-Bu)4NI / dimethylformamide / 1.5 h / 0 °C

6.1: O₃ / methanol / -78 °C

6.2: 78 percent / NaBH₄ / 1 h / 0 °C

7.1: 98 percent / imidazole / dimethylformamide / 0.42 h

8.1: 98 percent / aq. DDQ / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; quinoline; mercury(II) diacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)01479-9

Reference yield:

: 314242-19-8
Acetic acid (1S,2R,3R)-2,3-dihydroxy-2-prop-2-ynyl-cyclohexyl ester

: 314242-24-5
(3aS,4S,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: TsOH / benzene / 0.5 h

2.1: K₂CO₃ / methanol / 0.75 h

3.1: 92 percent / NaH / dimethylformamide / 2 h / 0 °C

4.1: 97 percent / H₂; quinoline / Lindlar's catalyst / hexane / 1.17 h

5.1: Hg(OAc)2 / methanol / 1 h

5.2: 80 percent / PdCl₂; LiCl; CuCl₂ / 0.5 h

6.1: diethyl ether / -78 °C

7.1: 98 percent / KH; (n-Bu)4NI / dimethylformamide / 1.5 h / 0 °C

8.1: O₃ / methanol / -78 °C

8.2: 78 percent / NaBH₄ / 1 h / 0 °C

9.1: 98 percent / imidazole / dimethylformamide / 0.42 h

10.1: 98 percent / aq. DDQ / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; quinoline; mercury(II) diacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)01479-9