Benzaldehyde → (S)-methyl 2-(benzylamino)propanoate

HRID 2095052Notes

Reaction equation

[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:10][C@H:11]([CH3:16])[C:12]([O:14][CH3:15])=[O:13]>>[CH2:1]([NH:10][C@@H:11]([CH3:16])[C:12]([O:14][CH3:15])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 240Benzaldehyde

HCID 11182647Methyl D-alaninate hydrochloride

Product 1

HCID 10535780(S)-methyl 2-(benzylamino)propanoateYield 95%

Procedure

Prepared as in Example 12-1b from benzaldehyde and (R)-methyl 2-aminopropanoate hydrochloride. Yield 95%. MS 194 (MH+).

Sources & evidence

ORD record: ord-dd9ec10a652b4f68bb8dceedbdf39814
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445692B2

Reaction notes

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