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

Base Information

Chemical Name:(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester
CAS No.:108743-01-7
Molecular Formula:C₃₉H₅₄O₅Si
Molecular Weight:630.94
Hs Code.:

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

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

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

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

There total 9 articles about (S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl 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:

: 108712-66-9
(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

: 108743-01-7
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 4h;
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

: 108743-01-7
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 8 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

7: 75 percent / 1,3-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 72 h / Ambient temperature

8: 10percent aq. HCl / tetrahydrofuran / 4 h / 50 °C

With hydrogenchloride; dmap; aluminum oxide; sodium hypochlorite; sodium tetrahydroborate; cerium(III) chloride; hydrogen; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; nickel; In tetrahydrofuran; 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

: 108743-01-7
(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 7 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

6: 75 percent / 1,3-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 72 h / Ambient temperature

7: 10percent aq. HCl / tetrahydrofuran / 4 h / 50 °C

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