Trifluoroacetic acid → Trifluoroacetic acid

HRID 660783Notes

Reaction equation

HRID 660783 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:25][C:24](=[O:26])[N:23]([CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[S:22]2(=[O:34])=[O:33])=[C:17]([O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:16]=1)(C)(C)C.[C:44]([OH:50])([C:46]([F:49])([F:48])[F:47])=[O:45]>C(Cl)Cl>[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[S:22](=[O:33])(=[O:34])[N:23]([CH2:27][CH2:28][Si:29]([CH3:30])([CH3:31])[CH3:32])[C:24](=[O:26])[CH2:25]2)=[C:17]([O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:16]=1.[C:44]([OH:50])([C:46]([F:49])([F:48])[F:47])=[O:45]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66756726HCID 66756726, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 66757115HCID 66757115, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-benzyl}-phenyl)-carbamic acid tert-butyl ester (1.7 g, 2.73 mmol) in methylene chloride (10 mL) is added TFA (5 mL) and the mixture is stirred at RT for 20 min. The solvent is removed under reduced pressure and methylene chloride is added to the residue and evaporated (6×) to give the title compound as its TFA salt.

Workup

  1. customThe solvent is removed under reduced pressure and methylene chloride
  2. additionis added to the residue
  3. customevaporated (6×)

Sources & evidence

ORD record
ord-3ad258af823941ef96885c9e3bba3f2b
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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