L-Glutamine → HCID 12968959, compound

HRID 2093301Notes

Reaction equation

[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].[Cl:11][CH2:12][C:13](Cl)=[O:14]>>[Cl:11][CH2:12][C:13]([NH:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6])=[O:14]

Participants

Reactant 2

HCID 5961L-Glutamine

HCID 6577Chloroacetyl chloride

Product 1

HCID 12968959HCID 12968959, compound

Procedure

To illustrate, creatyl-L-glutamine can be synthesized as follows. First, L-glutamine as the starting material is reacted with 2-chloroacetyl chloride to obtain N-chloroacetyl-L-Glutamine. This intermediate is converted to sarcosyl-L-glutamine in aqueous methylamine solution. Sarcosyl-L-glutamine is further treated to obtain creatyl-L-glutamine. In this way, a dipeptide creatyl-L-glutamine is obtained from glutamine.

Sources & evidence

ORD record: ord-245cea0777d146598eb7bdd27eea0084
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445466B2

Reaction notes

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