HCID 131723932, compound → HCID 70014696, compound

HRID 1370731Notes

Reaction equation

HRID 1370731 reaction equation
[C:1]([NH:4][C@H:5]([C:23]([O:25]C)=[O:24])[CH2:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8])(=[O:3])[CH3:2]>C(O)(=O)C.Cl>[C:1]([NH:4][C@H:5]([C:23]([OH:25])=[O:24])[CH2:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 131723932HCID 131723932, compound

Product 1

HCID 70014696HCID 70014696, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

The product from Example 9d (2.1 mmol, 800 mg) was diluted with acetic acid (2 mL) and concentrated hydrochloric acid (2 mL) and warmed to 7zero degrees C. for one hour. The reaction mixture was concentrated, and azeotroped with toluene (3×5 mL), affording the title compound as a solid (quant.). MS MH+ calcd. for C17H17NO6S 364, found 364. DSC 1 degree C./minute: 193.0-195.1. The product was characterized spectroscopically.

Workup

  1. temperaturewarmed to 7zero degrees C
  2. concentrationThe reaction mixture was concentrated
  3. customazeotroped with toluene (3×5 mL)

Sources & evidence

ORD record
ord-ad33a905395a4519b649993846ac135e
Source dataset
uspto-grants-2003_06
Patent number
US06583299B1

Reaction notes

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