HCID 86641128, compound → HCID 86641127, compound

HRID 2191054Notes

Reaction equation

HRID 2191054 reaction equation
[N:1]([C@@:4]1(/[CH:32]=[CH:33]/[P:34](=[O:41])([O:38][CH2:39][CH3:40])[O:35][CH2:36][CH3:37])[C@@H:11]2[C@@H:7]([O:8]C(C)(C)[O:10]2)[C@H:6]([N:14]2[CH:22]=[N:21][C:20]3[C:15]2=[N:16][CH:17]=[N:18][C:19]=3[NH:23][C:24](=[O:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[O:5]1)=[N+:2]=[N-:3]>C(O)(C(F)(F)F)=O.O>[N:1]([C@@:4]1(/[CH:32]=[CH:33]/[P:34](=[O:41])([O:38][CH2:39][CH3:40])[O:35][CH2:36][CH3:37])[C@@H:11]([OH:10])[C@@H:7]([OH:8])[C@H:6]([N:14]2[CH:22]=[N:21][C:20]3[C:15]2=[N:16][CH:17]=[N:18][C:19]=3[NH:23][C:24](=[O:31])[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[O:5]1)=[N+:2]=[N-:3]

Participants

4

Reactant 1

HCID 86641128HCID 86641128, compound

Product 1

HCID 86641127HCID 86641127, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Compound 36.4 (122 mg, 0.18 mmol) was dissovled in a mixture of TFA in water (1.5 mL TFA in 0.2 mL water). The solution was stirred at r.t. for 30 min and then concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography eluting with EtOAc to 20% MeOH in EtOAc to give compound 36.5 (68 mg, 70% yield).

Workup

  1. concentrationconcentrated under reduced pressure
  2. washeluting with EtOAc to 20% MeOH in EtOAc

Sources & evidence

ORD record
ord-74a33c7cb29f4dbe922b85d834deba6c
Source dataset
uspto-grants-2012_12
Patent number
US08324179B2

Reaction notes

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