<3S-<3α,4α(2S^*,4S^*,6S^*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone

Base Information

• Chemical Name: <3S-<3α,4α(2S^*,4S^*,6S^*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone
• CAS No.: 108712-62-5
• Molecular Formula: C₄₁H₆₂O₅Si₂
• Molecular Weight: 691.111

Synonyms:<3S-<3α,4α(2S^*,4S^*,6S^*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone

Chemical Property of <3S-<3α,4α(2S^*,4S^*,6S^*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of <3S-<3α,4α(2S^*,4S^*,6S^*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone

There total 3 articles about <3S-<3α,4α(2S^*,4S^*,6S^*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone 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: 89.0%

(3S,4S,4aR,5S,8R,8aR)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-8-hydroxy-3-methyl-octahydro-naphthalen-1-one (108712-61-4) → <3S-<3α,4α(2S*,4S*,6S*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone (108712-62-5)

Guidance literature:

With aluminum oxide; In benzene; for 0.25h; Heating;

DOI:10.1021/jo00392a009

Reference yield:

<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 (108712-60-3) → <3S-<3α,4α(2S*,4S*,6S*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone (108712-62-5)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With aluminum oxide; hydrogen; nickel; In methanol; water; acetic acid; benzene;

DOI:10.1021/jo00392a009

Reference yield:

(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 (108712-59-0) → <3S-<3α,4α(2S*,4S*,6S*),4aα,5β>>-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-4-<2-<4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>tetrahydro-6-methoxy-2H-pyran-2-yl>ethyl>-3,4,4,a,5,6,7,-hexahydro-3-methyl-1(2H)-naphthalenone (108712-62-5)

Guidance literature:

Multi-step reaction with 3 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

With aluminum oxide; sodium hypochlorite; hydrogen; triethylamine; nickel; In methanol; dichloromethane; water; acetic acid; benzene;

DOI:10.1021/jo00392a009

upstream raw materials:

(3S,4S,4aR,5S,8R,8aR)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-8-hydroxy-3-methyl-octahydro-naphthalen-1-one

(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

<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

Downstream raw materials:

(1S,3S,4S,4aR,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-ethyl}-3-methyl-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-ol

(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

<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

(S)-2-Methyl-butyric acid (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-yl ester

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