(1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

Base Information

Chemical Name:(1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan
CAS No.:146099-02-7
Molecular Formula:C₂₂H₂₇NO
Molecular Weight:321.462
Hs Code.:

Synonyms:(1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

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Chemical Property of (1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

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Technology Process of (1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

There total 3 articles about (1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan 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: 64.0%

: 146098-99-9
(2S)-(-)-3,4-dimethyl-2-<(p-methoxyphenyl)methyl>-1-<(1R)-1-phenylethyl>-1,2,5,6-tetrahydropyridine

: 146099-02-7
(1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

Guidance literature:: With hydrogen bromide; at 135 - 140 ℃; for 36h;
DOI:10.1021/jo00060a019

Reference yield:

: 38769-92-5
4-methoxybenzylmagnesium chloride

: 146099-02-7
(1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) NaBH₄ / 1a.) THF, -78 deg C, 0.5 h, 1b.) 0 deg C, 2 h, 2.) Et₂O, MeOH, water, reflux, 1 h

2: 64 percent / 48percent aq. HBr / 36 h / 135 - 140 °C

With sodium tetrahydroborate; hydrogen bromide;
DOI:10.1021/jo00060a019

Reference yield:

: (+)-3,4-dimethyl-1-<(1R)-1-phenylethyl>pyridinium dodecylsulfate

: 146099-02-7
(1S,5S,9S)-(+)-5,9-dimethyl-2'-hydroxy-2-<(1R)-1-phenylethyl>-6,7-benzomorphan

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) NaBH₄ / 1a.) THF, -78 deg C, 0.5 h, 1b.) 0 deg C, 2 h, 2.) Et₂O, MeOH, water, reflux, 1 h

2: 64 percent / 48percent aq. HBr / 36 h / 135 - 140 °C

With sodium tetrahydroborate; hydrogen bromide;
DOI:10.1021/jo00060a019