Hydrogen Bromide → HCID 54019721, compound

HRID 1758697Notes

Reaction equation

HRID 1758697 reaction equation
[C:1]([S:4][CH:5]([CH2:26][C:27](=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:6]([N:8]1[C@H:12]([C:13]([O:15]CC2C(C)=CC(C)=CC=2C)=[O:14])[CH2:11][S:10][CH2:9]1)=[O:7])(=[O:3])[CH3:2].Br>C(O)(=O)C>[C:1]([S:4][CH:5]([CH2:26][C:27](=[O:34])[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:6]([N:8]1[C@H:12]([C:13]([OH:15])=[O:14])[CH2:11][S:10][CH2:9]1)=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 86738796HCID 86738796, compound

Product 1

HCID 54019721HCID 54019721, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A mixture of 1.0 g. of [4R]-3-(2-acetylthio-3-benzoylpropionyl)-4-thiazolidinecarboxylic acid, 2,4,6-trimethylbenzyl ester, 10 ml. of acetic acid and 10 ml. of acetic acid saturated with hydrogen bromide gas is stirred at room temperature for 10 hours. The solvent is removed and the residue is chromatographed on a column of silica gel to give the product of the Example as a glass.

Workup

  1. additionA mixture of 1.0 g
  2. customThe solvent is removed
  3. customthe residue is chromatographed on a column of silica gel
  4. customto give the product of the Example as a glass

Sources & evidence

ORD record
ord-5e954dd311ba444290b079c60ececad7
Source dataset
uspto-grants-1983_02
Patent number
US04374249

Reaction notes

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