Chloroacetyl chloride → HCID 90042539, compound

HRID 524830Notes

Reaction equation

[CH2:1]([NH:8][C@@:9]([CH3:15])([CH2:13][OH:14])[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:17][C:18](Cl)=[O:19]>>[CH2:1]([N:8]1[C:18](=[O:19])[CH2:17][O:14][CH2:13][C@@:9]1([CH3:15])[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 90044060HCID 90044060, compound

Product 1

HCID 90042539HCID 90042539, compoundYield 65%

Procedure

(S)-2-(benzylamino)-3-hydroxy-2-methylpropanoic acid (2.09 g, 10 mmol) was reacted with chloroacetyl chloride (1.74 g, 15.4 mmol) according to the procedure as described in Example 46, Step B to give the title compound as a gray solid (1.62 g, 65%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-c334f5bce7f64d43b5a2aa6e350c6e73
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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