(2S)-2-{[4-(benzyloxy)phenoxy]methyl}oxirane → (S)-4-{2-[2-hydroxy-3-(4-benzyloxyphenoxy)propylamino]ethyl}phenoxymethylcyclohexylphosphinic acid, n-butyl ester

HRID 1536Notes

Reaction equation

HRID 1536 reaction equation
[NH2:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][CH:7]([P:10]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)(=[O:16])[O:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:6][CH2:5]1.[CH2:25]([O:32][C:33]1[CH:43]=[CH:42][C:36]([O:37][CH2:38][C@@H:39]2[CH2:41][O:40]2)=[CH:35][CH:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:25]([O:32][C:33]1[CH:34]=[CH:35][C:36]([O:37][CH2:38][CH:39]([OH:40])[CH2:41][NH:1][CH2:2][CH2:3][CH:4]2[CH2:9][CH2:8][CH:7]([P@:10]([CH2:17][O:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)(=[O:16])[O:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:6][CH2:5]2)=[CH:42][CH:43]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 11817709(2S)-2-{[4-(benzyloxy)phenoxy]methyl}oxiraneHCID 867521984-(2-Aminoethyl)phenoxy methylcyclohexylphosphinic acid, n-butyl ester

Product 1

HCID 86752197(S)-4-{2-[2-hydroxy-3-(4-benzyloxyphenoxy)propylamino]ethyl}phenoxymethylcyclohexylphosphinic acid, n-butyl ester

Procedure

The title compound was prepared from 4-(2-aminoethyl)phenoxy methylcyclohexylphosphinic acid, n-butyl ester and (S)-2-(4-benzyloxyphenoxymethyl)oxirane according to the method described in Procedure 13.

Sources & evidence

ORD record
ord-d63aff1397e8480b8c2a33699be1bede
Source dataset
uspto-grants-1998_03
Patent number
US05726165

Reaction notes

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