(1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

Base Information

Chemical Name:(1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene
CAS No.:1330616-41-5
Molecular Formula:C₁₈H₂₅NO₂
Molecular Weight:287.402
Hs Code.:

Synonyms:(1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

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Chemical Property of (1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

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Technology Process of (1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

There total 5 articles about (1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene 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: 94.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1330616-20-0
(1S,3R,4R,6R)-3-(benzylamino)methyl-7,7-dimethylbicyclo[4.1.0]heptane-3,4-diol

: 1330616-41-5
(1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

Guidance literature:: In diethyl ether; water; at 20 ℃; for 1h; regioselective reaction;
DOI:10.1016/j.tetasy.2011.06.013

Reference yield:

: 1330616-15-3
(1S,2'R,4R,6R)-7,7-dimethylspiro[bicyclo[4.1.0]heptane-3,2'-oxiran]-4-ol

: 1330616-41-5
(1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: lithium perchlorate / acetonitrile / 14 h / Reflux

2: diethyl ether; water / 1 h / 20 °C

With lithium perchlorate; In diethyl ether; water; acetonitrile;
DOI:10.1016/j.tetasy.2011.06.013

Reference yield:

: 498-15-7,19079-29-9
(+)-Δ³-carene

: 1330616-41-5
(1aR,2aR,6aR,7aS)-5-benzyl-1,1-dimethyl-6a-hydroxydecahydro-3-oxa-5-azacyclopropa[g]naphthalene

Guidance literature:: Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid / chloroform / 1 h / 20 °C

2: 2,2,6,6-tetramethyl-piperidine; n-butyllithium; diethylaluminium chloride / toluene / 2 h / 0 °C / Inert atmosphere

3: sodium phosphate dibasic dihydrate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 - 20 °C

4: lithium perchlorate / acetonitrile / 14 h / Reflux

5: diethyl ether; water / 1 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; sodium phosphate dibasic dihydrate; lithium perchlorate; diethylaluminium chloride; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; chloroform; water; toluene; acetonitrile;
DOI:10.1016/j.tetasy.2011.06.013