((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

Base Information

Chemical Name:((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol
CAS No.:104996-15-8
Molecular Formula:C₂₂H₃₄O₄
Molecular Weight:362.51
Hs Code.:

Synonyms:((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

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Chemical Property of ((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

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Technology Process of ((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

There total 9 articles about ((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol 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:

: 104996-14-7
(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid methyl ester

: 104996-15-8
((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 2.5h;
DOI:10.1021/jo00374a016

Reference yield:

: 104996-08-9,104996-09-0
(4aS,7R,8R,8aR)-7-Benzyloxy-4a,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol

: 104996-15-8
((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

2: 74 percent / NH₄Cl / dimethylformamide; H₂O / 3 h / 70 - 80 °C

3: 83 percent / p-TsOH / methanol / 24 h / Ambient temperature

4: KOH / bis-(2-hydroxy-ethyl) ether / 36 h / 200 °C

5: diethyl ether

6: LiAlH₄ / diethyl ether / 2.5 h

With manganese(IV) oxide; potassium hydroxide; lithium aluminium tetrahydride; ammonium chloride; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; diethylene glycol;
DOI:10.1021/jo00374a016

Reference yield:

: 104996-06-7
(4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one

: 104996-15-8
((1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalen-1-yl)-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: 30percent hydrogen peroxide, 6 N aq. sodium hydroxide / methanol / 3 h / Ambient temperature

2: 95percent hydrazine, glacial acetic acid / methanol / 2 h / Heating

3: MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

4: 74 percent / NH₄Cl / dimethylformamide; H₂O / 3 h / 70 - 80 °C

5: 83 percent / p-TsOH / methanol / 24 h / Ambient temperature

6: KOH / bis-(2-hydroxy-ethyl) ether / 36 h / 200 °C

7: diethyl ether

8: LiAlH₄ / diethyl ether / 2.5 h

With manganese(IV) oxide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; dihydrogen peroxide; ammonium chloride; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; diethylene glycol;
DOI:10.1021/jo00374a016