Alanine, methyl ester, hydrochloride (1:1) → 2-Cycloheptanoylaminopropionic acid

Reaction equation

Cl.[NH2:2][CH:3]([C:5]([O:7]C)=[O:6])[CH3:4].[CH:9]1([C:16](Cl)=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>>[CH:9]1([C:16]([NH:2][CH:3]([CH3:4])[C:5]([OH:7])=[O:6])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

Reactant 2

HCID 2756298Alanine, methyl ester, hydrochloride (1:1)

HCID 12556870Cycloheptanecarbonyl chloride

Product 1

HCID 228932292-Cycloheptanoylaminopropionic acid

Procedure

The preparation is carried out analogously to the procedure of Example 7A using 20 g (143 mmol) of methyl D,L-alaninate hydrochloride and 23.02 g (143 mmol) of cycloheptanoyl chloride.

Sources & evidence

ORD record: ord-98b3cabf4c8e4c8b9d92b2a28a044be3
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06943163B2

Reaction notes

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