(1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

Base Information

Chemical Name:(1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol
CAS No.:1370261-60-1
Molecular Formula:C₂₅H₃₃NO₂
Molecular Weight:379.543
Hs Code.:

Synonyms:(1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

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Chemical Property of (1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

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Technology Process of (1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

There total 7 articles about (1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol 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: 44.0%

: 1370261-59-8
(1R,2R,3S,5R)-3-benzyl(methyl)amino-2-hydroxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

: 100-39-0
benzyl bromide

: 1370261-60-1
(1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

Guidance literature:: (1R,2R,3S,5R)-3-benzyl(methyl)amino-2-hydroxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; mineral oil; for 8h; Inert atmosphere; Reflux;
DOI:10.1016/j.tetasy.2012.01.020

Reference yield:

: 1370261-56-5
(1R,2R,3S,5R)-3-benzylamino-2-hydroxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

: 1370261-60-1
(1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl ether; water / 1 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 8 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; diethyl ether; water; mineral oil;
DOI:10.1016/j.tetasy.2012.01.020

Reference yield:

: 1370261-58-7
[(1R,2R,6S,8R)-5-benzyl-9,9-dimethyl-3-oxa-5-azatricyclo[6.1.1.0(2,6)]dec-2-yl]methanol

: 1370261-60-1
(1R,2R,3S,5R)-3-(N-benzyl-N-methylamino)-2-benzyloxymethyl-6,6-dimethylbicyclo[3.1.1]heptan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 8 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; mineral oil;
DOI:10.1016/j.tetasy.2012.01.020