(+)-L-Leucine methyl ester → HCID 22951556, compound

Reaction equation

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([NH:13][C@H:14]([C:19]([OH:21])=[O:20])[C@H:15]([CH2:17][CH3:18])C)=[O:12].[CH3:22]OC(=O)[C@H](CC(C)C)N>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([NH:13][C@H:14]([C:19]([OH:21])=[O:20])[CH2:15][CH:17]([CH3:18])[CH3:22])=[O:12]

Participants

Reactant 2

HCID 65105(+)-L-Leucine methyl ester

HCID 30049191HCID 30049191, compound

Product 1

HCID 22951556HCID 22951556, compoundYield 98%

Procedure

The title compound is prepared analogously is prepared similar to N-(Naphthalene-2-carbonyl)-isoleucine (see above) in 98% yield, starting from leucine methylester.

Sources & evidence

ORD record: ord-880e3dfbc7b043f1807e3ad819b76a55
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353017B1

Reaction notes

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