Isatoic Anhydride → 2-Amino-N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]benzamide

HRID 1068847Notes

Reaction equation

[NH2:1][C@@H:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][OH:4].[C:12]12[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=1)[NH:17]C(=O)O[C:13]2=[O:14]>>[NH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:12]=1[C:13]([NH:1][C@@H:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][OH:4])=[O:14]

Participants

Reactant 2

HCID 8359Isatoic Anhydride

HCID 447213phenylalaninol, (S)-

Product 1

HCID 206666372-Amino-N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]benzamide

Procedure

The product was prepared by the method of procedure 1a from 5 g (S)-(-)-2-amino-3-phenyl-1-propanol and isatoic anhydride. 3.6 g of the product were obtained.

Sources & evidence

ORD record: ord-a6e35ccd0a6e49fcb3f1c2d763b2d5ae
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06251917B1

Reaction notes

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