(1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile

Base Information

Chemical Name:(1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile
CAS No.:104996-11-4
Molecular Formula:C₂₀H₂₅NO₂
Molecular Weight:311.424
Hs Code.:

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

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Chemical Property of (1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile

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Technology Process of (1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile

There total 5 articles about (1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile 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: 74.0%

: 151-50-8
potassium cyanide

: 104996-10-3
(4aS,7R,8R,8aR)-7-Benzyloxy-4a,8-dimethyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

: 104996-11-4
(1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile

Guidance literature:: With ammonium chloride; In water; N,N-dimethyl-formamide; at 70 - 80 ℃; for 3h;
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

: 104996-11-4
(1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

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

With manganese(IV) oxide; ammonium chloride; In dichloromethane; water; N,N-dimethyl-formamide;
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

: 104996-11-4
(1R,4aS,5S,6S,8aS)-6-Benzyloxy-5,8a-dimethyl-3-oxo-decahydro-naphthalene-1-carbonitrile

Guidance literature:: Multi-step reaction with 4 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

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