(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

Base Information

Chemical Name:(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid
CAS No.:104996-13-6
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:

Synonyms:(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

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Chemical Property of (1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

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Technology Process of (1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

There total 7 articles about (1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid 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:

: 104996-12-5
(1R,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carbonitrile

: 104996-13-6
(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

Guidance literature:: With potassium hydroxide; In diethylene glycol; at 200 ℃; for 36h;
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

: 104996-13-6
(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 4 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

With manganese(IV) oxide; potassium hydroxide; ammonium chloride; toluene-4-sulfonic acid; In methanol; 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

: 104996-13-6
(1S,4aS,5S,6S,8aS)-6-Benzyloxy-3,3-dimethoxy-5,8a-dimethyl-decahydro-naphthalene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

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