Methyl D-alaninate hydrochloride → HCID 59524381, compound

Reaction equation

[Si:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl.[NH2:18][C@H:19]([CH3:24])[C:20]([O:22][CH3:23])=[O:21]>>[Si:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][NH:18][C@H:19]([CH3:24])[C:20]([O:22][CH3:23])=[O:21])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 11182647Methyl D-alaninate hydrochloride

HCID 112071113-(t-Butyldimethylsilyloxy)benzaldehyde

Product 1

HCID 59524381HCID 59524381, compoundYield 82%

Procedure

Prepared as in Example 12-1b from 3-(tert-butyldimethylsilyloxy)benzaldehyde (Example 12-1c) and (R)-methyl 2-aminopropanoate hydrochloride. Yield 82%, colorless liquid. MS 324 (MH+).

Sources & evidence

ORD record: ord-0a2880ff4bfe47f79be4cfad1ca6b8e1
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08076491B2

Reaction notes

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