Trifluoroacetic acid → HCID 491152, compound

HRID 2117017Notes

Reaction equation

HRID 2117017 reaction equation
C[O:2][C:3](=[O:46])[C@@H:4]([NH:23][C:24]([C:26]1[CH:45]=[CH:44][C:29]2[N:30]([CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]3)[C:31]([C:33]3[CH:37]=[CH:36][O:35][CH:34]=3)=[N:32][C:28]=2[CH:27]=1)=[O:25])[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][C:16]([C:19]([OH:21])=[O:20])([CH3:18])[CH3:17])[CH:13]=2)[N:8]([CH3:22])[CH:7]=1.[OH-].[Na+].C(O)(C(F)(F)F)=O>CS(C)=O>[C:19]([C:16]([CH3:18])([O:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:22])[CH:7]=[C:6]2[CH2:5][C@H:4]([NH:23][C:24]([C:26]1[CH:45]=[CH:44][C:29]2[N:30]([CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]3)[C:31]([C:33]3[CH:37]=[CH:36][O:35][CH:34]=3)=[N:32][C:28]=2[CH:27]=1)=[O:25])[C:3]([OH:46])=[O:2])[CH3:17])([OH:21])=[O:20]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 491151HCID 491151, compound

Product 1

HCID 491152HCID 491152, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound of example 115 (6 mg) was dissolved in DMSO (0.4 mL) and 2.5N NaOH (0.2 mL) was added. After stirring for 30 min at room temperature, the reaction mixture was acidified with TFA (0.1 mL) and the product of example 116 isolated directly by preparative C18 reversed-phase HPLC.

Sources & evidence

ORD record
ord-0735d953fd994a9e860afa24082c18c5
Source dataset
uspto-grants-2008_10
Patent number
US07439258B2

Reaction notes

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