(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Base Information

Chemical Name:(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol
CAS No.:108712-65-8
Molecular Formula:C₃₅H₄₈O₄Si
Molecular Weight:560.849
Hs Code.:

Synonyms:(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

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Chemical Property of (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

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Technology Process of (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

There total 6 articles about (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-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: 77.0%

: 108712-64-7
<1S-<1α(2S^*,4S^*,6S^*),2α,8β,8aα>>-(1,1-dimethylethyl)-<<2-<2-<8-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1,2,6,7,8,8a-hexahydro-2-methyl-1-naphthalenyl>ethyl>tetrahydro-6-methoxy-2H-pyran-4-yl>oxy>diphenylsilane

: 108712-65-8
(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 12h; Ambient temperature;
DOI:10.1021/jo00392a009

Reference yield:

: 108712-59-0
(3S,4S)-4-[(1S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-6-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-3-methyl-hexanal oxime

: 108712-65-8
(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 5percent aq. sodium hypochloride, triethylamine / CH₂Cl₂ / 2 h / 0 °C

2: 76.5 percent / H₂ / Raney nickel / acetic acid; methanol; H₂O / 2 h

3: 89 percent / aluminum oxide / benzene / 0.25 h / Heating

4: 94 percent / cerium(III) chloride heptahydrate, sodium borohydride / methanol / 0.17 h / Ambient temperature

5: 42 percent / aluminum oxide / toluene / 0.5 h / Heating

6: 77 percent / p-toluenesulfonic acid monohydrate / methanol / 12 h / Ambient temperature

With aluminum oxide; sodium hypochlorite; sodium tetrahydroborate; cerium(III) chloride; hydrogen; toluene-4-sulfonic acid; triethylamine; nickel; In methanol; dichloromethane; water; acetic acid; toluene; benzene;
DOI:10.1021/jo00392a009

Reference yield:

: 108712-60-3
<4S-<4α,5α(2S^*,4S^*,6S^*),5aα,6β,8aα,8bα>>-6-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-5-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-4,5,5a,6,7,8,8a,8b-octahydro-4-methyl-3H-naphth<1,8-cd>isoxazole

: 108712-65-8
(1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 76.5 percent / H₂ / Raney nickel / acetic acid; methanol; H₂O / 2 h

2: 89 percent / aluminum oxide / benzene / 0.25 h / Heating

3: 94 percent / cerium(III) chloride heptahydrate, sodium borohydride / methanol / 0.17 h / Ambient temperature

4: 42 percent / aluminum oxide / toluene / 0.5 h / Heating

5: 77 percent / p-toluenesulfonic acid monohydrate / methanol / 12 h / Ambient temperature

With aluminum oxide; sodium tetrahydroborate; cerium(III) chloride; hydrogen; toluene-4-sulfonic acid; nickel; In methanol; water; acetic acid; toluene; benzene;
DOI:10.1021/jo00392a009