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

Base Information

Chemical Name:(1S,3R,4R,6R)-3-(benzylamino)methyl-7,7-dimethylbicyclo[4.1.0]heptane-3,4-diol
CAS No.:1330616-20-0
Molecular Formula:C₁₇H₂₅NO₂
Molecular Weight:275.391
Hs Code.:

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

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Chemical Property of (1S,3R,4R,6R)-3-(benzylamino)methyl-7,7-dimethylbicyclo[4.1.0]heptane-3,4-diol

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Technology Process of (1S,3R,4R,6R)-3-(benzylamino)methyl-7,7-dimethylbicyclo[4.1.0]heptane-3,4-diol

There total 4 articles about (1S,3R,4R,6R)-3-(benzylamino)methyl-7,7-dimethylbicyclo[4.1.0]heptane-3,4-diol 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: 70.0%

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

: 100-46-9
benzylamine

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

Guidance literature:: With lithium perchlorate; In acetonitrile; for 14h; Reflux;
DOI:10.1016/j.tetasy.2011.06.013

Reference yield:

: 498-15-7,19079-29-9
(+)-Δ³-carene

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 4017-83-8,697298-84-3
(-)-(1R,3R,6S)-4-methylene-7,7-dimethylbicyclo[4.1.0]heptan-3-ol

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: lithium perchlorate / acetonitrile / 14 h / Reflux

With sodium phosphate dibasic dihydrate; lithium perchlorate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetasy.2011.06.013