Trifluoroacetic acid → HCID 19697673, compound

HRID 863281Notes

Reaction equation

HRID 863281 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[S:18][CH:17]([CH2:25][O:26][CH3:27])[CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[CH3:27][O:26][CH2:25][CH:17]1[CH2:16][NH:15][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[S:18]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19697534HCID 19697534, compound

Product 1

HCID 19697673HCID 19697673, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3 ml of a 25% trifluoroacetic acid solution in methylene chloride are added to 435 mg of 4-tert-butoxycarbonyl-2(R,S)-methoxymethyl-3,4-dihydro-2H1,4-benzothiazine at 0° C. and the mixture is stirred for 3 h. The reaction mixture is concentrated and the residue is chromatographed over 30 g of silica gel with a 99:1 mixture of methylene chloride and methanol, This gives the title compound: Rf (99:1 mixture of methylene chloride/methanol)=0.67.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customthe residue is chromatographed over 30 g of silica gel with a 99:1 mixture of methylene chloride and methanol

Sources & evidence

ORD record
ord-969a030f53f24bc596cccd16aeb54128
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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