Trifluoroacetic acid → HCID 69597820, compound

HRID 724738Notes

Reaction equation

HRID 724738 reaction equation
C(OC([NH:8][C@@H:9]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([CH:37]2[S:41](=[O:43])(=[O:42])[NH:40][C:39](=[O:44])[CH2:38]2)=[C:33]([F:45])[CH:32]=1)[C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:28]=[CH:27][CH:26]=[C:25]([OH:29])[C:20]=1[C:21]([O:23][CH3:24])=[O:22])=[O:11])=O)(C)(C)C.[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49]>C(Cl)Cl>[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49].[NH2:8][C@@H:9]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([CH:37]2[S:41](=[O:42])(=[O:43])[NH:40][C:39](=[O:44])[CH2:38]2)=[C:33]([F:45])[CH:32]=1)[C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:28]=[CH:27][CH:26]=[C:25]([OH:29])[C:20]=1[C:21]([O:23][CH3:24])=[O:22])=[O:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58746487HCID 58746487, compound

Product 1

HCID 69597820HCID 69597820, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl 2-[5-((2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]propanoylamino)pentyl]oxy-6-hydroxybenzoate (66.5 mg, 0.100 mmol) was dissolved in methylene chloride (5.0 mL) and treated with trifluoroacetic acid (1.0 mL). After 1 h of stirring at rt, the solution was concentrated in vacuo to afford a slightly tan oil (20.2 mg, 99%). The material was used in subsequent steps without purification. LCMS found for C25H31FN3O8S (M+H)+: m/z=652.

Workup

  1. concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-ad2005c6be8943799efd14b610df27a6
Source dataset
uspto-grants-2006_11
Patent number
US07141596B2

Reaction notes

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