Hydrochloric Acid → HCID 178511198, compound

HRID 1815603Notes

Reaction equation

HRID 1815603 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.FC(F)(F)C([O:17][C:18](=O)[C:19](F)(F)F)=O.ClC(OCC(C)C)=O.[NH2:34][C@@H:35](C(O)=O)CC1N=CNC=1>>[C:35]([CH2:19][C:18]([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:17])#[N:34]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 9845Trifluoroacetic anhydrideHCID 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 trifluoroacetic 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-d7c3bfc07a324e49a5b26646ad9eb182
Source dataset
uspto-grants-2005_04
Patent number
US06878829B2

Reaction notes

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