(2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

Base Information

Chemical Name:(2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine
CAS No.:454251-74-2
Molecular Formula:C₂₁H₃₁NO₂
Molecular Weight:329.483
Hs Code.:

Synonyms:(2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

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Chemical Property of (2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

Chemical Property:

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Technology Process of (2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

There total 2 articles about (2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine 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:

: 4392-24-9
Cinnamyl bromide

: 454251-70-8
(2S,4aS,7R,8aR)-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

: 454251-74-2
(2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

Guidance literature:: With potassium carbonate; In acetonitrile; at 80 - 90 ℃;
DOI:10.1021/ol0261377

Reference yield:

: 55179-51-6
(-)-aminomenthol

: 454251-74-2
(2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CH₂Cl₂ / 24 h / 20 °C

2: K₂CO₃ / acetonitrile / 80 - 90 °C

With potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1021/ol0261377

Reference yield:

: 454251-74-2
(2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

: 454251-78-6
(2S,4aS,7R,8aR)-N-cinnamyl-2-formyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine

Guidance literature:: (2S,4aS,7R,8aR)-N-cinnamyl-2-hydroxymethyl-4,4,7-trimethyl-octahydro-1,3-benzoxazine; With Chloro-oxo-acetic acid; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.416667h;

With triethylamine; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/ol0261377