Trifluoroacetic acid → HCID 14722411, compound

HRID 1031703Notes

Reaction equation

[NH2:1][C:2]1[C:7](=[O:8])[C:6]2[CH:9]=[C:10]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:12][C:5]=2[O:4][CH:3]=1.C(OC([NH:32][C@H:33]([C:35](O)=[O:36])[CH3:34])=O)(C)(C)C.C1(N=C=NC2CCCCC2)CCCCC1.FC(F)(F)C(O)=O>>[NH2:32][CH:33]([CH3:34])[C:35]([NH:1][C:2]1[C:7](=[O:8])[C:6]2[CH:9]=[C:10]([O:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:11]([NH:13][S:14]([CH3:17])(=[O:15])=[O:16])=[CH:12][C:5]=2[O:4][CH:3]=1)=[O:36]

Participants

Reactant 4

HCID 6422Trifluoroacetic acid

HCID 10868Dicyclohexylcarbodiimide

HCID 85082Tert-butoxycarbonylalanine

HCID 10783765HCID 10783765, compound

Product 1

HCID 14722411HCID 14722411, compound

Procedure

3-Amino-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one was reacted with N-tert-butoxycarbonylalanine in the presence of dicyclohexylcarbodiimide. The reaction product was treated with trifluoroacetic acid to obtain 3-(2-aminopropionyl)amino-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one.

Sources & evidence

ORD record: ord-1bf4653c19254c1dbfd1e81ace835ae1
Source dataset: uspto-grants-1990_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04954518

Reaction notes

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