Hydrochloric Acid → HCID 178511198, compound

HRID 1374132Notes

Reaction equation

HRID 1374132 reaction equation
Cl.[NH2:2][C@H:3]([C:10]([OH:12])=[O:11])[CH2:4][C:5]1[N:9]=[CH:8][NH:7][CH:6]=1.ClC([O:16][CH2:17][CH:18]([CH3:20])C)=O.[NH2:21][C@@H](C(O)=O)CC1N=CNC=1>>[C:20]([CH2:18][C:17]([NH:2][C@@H:3]([CH2:4][C:5]1[N:9]=[CH:8][NH:7][CH:6]=1)[C:10]([OH:12])=[O:11])=[O:16])#[N:21]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 62365Isobutyl chloroformateHCID 178419078HCID 178419078, compoundHCID 178511802D-Histidine

Product 1

HCID 178511198HCID 178511198, compound

Procedure

An optical purity of >99.8% was determined for a sample obtained according to the procedure above. The determination was carried out by hydrolysing the amide bond (6 N hydrochloric acid, 110° C., 24 h), followed by derivatizing the liberated histidine with trifluoroactetic anhydride and isobutyl chloroformate. A D-histidine content of <0.1% was detected by means of gas chromatography on a chiral stationary phase.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-4816a4d59679477b9634e0fc79f4627b
Source dataset
uspto-grants-2007_01
Patent number
US07164028B2

Reaction notes

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