Trifluoroacetic acid → HCID 491152, compound

HRID 1007713Notes

Reaction equation

HRID 1007713 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-a899ebd1a4be4c6b9101d8d628dd996d
Source dataset
uspto-grants-2004_09
Patent number
US06794404B2

Reaction notes

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