Phenethylamine → phenylalaninol, (S)-

HRID 1729086Notes

Reaction equation

HRID 1729086 reaction equation
ClC([O:4][CH:5]1[CH:12]2[CH2:13][CH:8]3[CH2:9][CH:10](C[CH:6]1[CH2:7]3)[CH2:11]2)=O.C1(CC[NH2:23])C=CC=CC=1>>[NH2:23][C@@H:6]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:5][OH:4]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 108785372-adamantyl Chloroformate

Product 1

HCID 447213phenylalaninol, (S)-

Procedure

The acid 6 is condensed with amines such as illustrated in Scheme X to produce final products, for example, condensation of 6 with phenylethylamine gives compound 13a with (S)-(-)-2-amino-3-phenyl-1-propanol gives compound 13b and with (R)-4-[[(2-amino-1-phenyl)ethyl]amino]-4-oxobutanoic acid benzyl ester to give 13c and 13d.

Workup

  1. customto produce final products

Sources & evidence

ORD record
ord-0e8c59d2332245d584583bb408c7978a
Source dataset
uspto-grants-1994_07
Patent number
US05331006

Reaction notes

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