Trifluoroacetic acid → HCID 89764824, compound

HRID 710978Notes

Reaction equation

[O:1]=[C:2]1[N:8]2[CH2:9][C@@H:4]([CH2:5][CH2:6][C@H:7]2[C:10]([NH:12][NH:13][C:14]([CH:16]2[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)=[O:15])=[O:11])[N:3]1[O:29][S:30]([OH:33])(=[O:32])=[O:31].[NH+]1C=CC=CC=1.FC(F)(F)C(O)=O>>[O:1]=[C:2]1[N:8]2[CH2:9][C@@H:4]([CH2:5][CH2:6][C@H:7]2[C:10]([NH:12][NH:13][C:14]([CH:16]2[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]2)=[O:15])=[O:11])[N:3]1[O:29][S:30]([OH:33])(=[O:32])=[O:31]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 131733974HCID 131733974, compound

Product 1

HCID 89764824HCID 89764824, compoundYield 37.2%

Procedure

All the amount of the pyridine salt was deprotected with trifluoroacetic acid and purified by octadecyl silica gel column chromatography to afford 150 mg of the title compound (yield 37.2%).

Workup

custompurified by octadecyl silica gel column chromatography

Sources & evidence

ORD record: ord-2b374335d5604be0a646542f2e6daee5
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181250B2

Reaction notes

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