<1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

Base Information

Chemical Name:<1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol
CAS No.:160062-71-5
Molecular Formula:C₂₅H₄₀O₃Si
Molecular Weight:416.676
Hs Code.:

Synonyms:<1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

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Chemical Property of <1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

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Technology Process of <1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

There total 15 articles about <1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-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: 75.0%

: 160062-70-4
<1R-(1α,2α,4αβ,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7-hexahydro-<8aH>-naphthalen-8-one

: 160062-71-5
<1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; for 6h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85667-2

Reference yield:

: 62617-91-8
ethyl 2-methyl-4-oxocyclohexane-1-carboxylate

: 160062-71-5
<1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) pig liver esterase / 1.) water, room t., pH=7; 2.) ether

2: 93 percent / p-toluenesulfonic acid / toluene / 2 h / Heating

3: 92 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

4: 90 percent / sodium hydride, tetrabutyl ammonium iodide / tetrahydrofuran / 24 h / Ambient temperature

5: 80 percent / 5percent HCl / tetrahydrofuran / 12 h / Ambient temperature

6: 1.) LDA, chlorotrimethylsilane; 2.) Pd(OAc)2, p-benzoquinone / 1.) THF, from -78 degC to room t. over 1 h; 2.) acetonitrile, room t., 6 h

7: 83 percent / potassium tert-butoxide / tetrahydrofuran / 36 h / Ambient temperature

8: 60.8 percent / HCl / ethanol / 2.5 h / Heating

9: 99.8 percent / CeCl₃*6H₂O, NaBH₄ / methanol / 0.17 h / Ambient temperature

10: 23 percent / hydrogen peroxide, potassium carbonate / methanol / 15 h / Ambient temperature

11: 80 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

12: 75 percent / lithium aluminum tri-tert-butoxide hydride / tetrahydrofuran / 6 h / Ambient temperature

With hydrogenchloride; dmap; palladium diacetate; sodium tetrahydroborate; lithium aluminium tetrahydride; chloro-trimethyl-silane; pig liver esterase; cerium(III) chloride; potassium tert-butylate; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; lithium tri-t-butoxyaluminum hydride; triethylamine; p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)85667-2

Reference yield:

: 100-39-0
benzyl bromide

: 160062-71-5
<1R-(1α,2α,4αβ,8β,8aα)>-1-benzyloxymethyl-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-4-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / sodium hydride, tetrabutyl ammonium iodide / tetrahydrofuran / 24 h / Ambient temperature

2: 80 percent / 5percent HCl / tetrahydrofuran / 12 h / Ambient temperature

3: 1.) LDA, chlorotrimethylsilane; 2.) Pd(OAc)2, p-benzoquinone / 1.) THF, from -78 degC to room t. over 1 h; 2.) acetonitrile, room t., 6 h

4: 83 percent / potassium tert-butoxide / tetrahydrofuran / 36 h / Ambient temperature

5: 60.8 percent / HCl / ethanol / 2.5 h / Heating

6: 99.8 percent / CeCl₃*6H₂O, NaBH₄ / methanol / 0.17 h / Ambient temperature

7: 23 percent / hydrogen peroxide, potassium carbonate / methanol / 15 h / Ambient temperature

8: 80 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

9: 75 percent / lithium aluminum tri-tert-butoxide hydride / tetrahydrofuran / 6 h / Ambient temperature

With hydrogenchloride; dmap; palladium diacetate; sodium tetrahydroborate; chloro-trimethyl-silane; cerium(III) chloride; potassium tert-butylate; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; lithium tri-t-butoxyaluminum hydride; triethylamine; p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)85667-2