Hydrochloric Acid → HCID 131721864, compound

HRID 2287999Notes

Reaction equation

HRID 2287999 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]([CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)[C@@H:19]([C:23]([O:25]C(C)(C)C)=[O:24])[CH:20]([CH3:22])[CH3:21])(=[O:17])=[O:16])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[ClH:38]>O>[ClH:38].[CH3:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[CH:10]=[CH:11][C:12]([S:15]([N:18]([CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)[C@@H:19]([C:23]([OH:25])=[O:24])[CH:20]([CH3:22])[CH3:21])(=[O:17])=[O:16])=[CH:13][CH:14]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57095368HCID 57095368, compound

Product 1

HCID 131721864HCID 131721864, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of N-[[4-[(3-methylphenyl)thio]phenyl]sulfonyl]-N-[2-(4-morpholinyl)ethyl]-D-valine, 1,1-dimethylethyl ester, from Example 1d (5.21 g, 9.08 mmol) in 12 M HCl (30 mL) and H2O (30 mL) was stirred at room temperature for 30 minutes and then heated to reflux for 25 minutes. Concentration in vacuo afforded N-[[4-[(3-methylphenyl)thio]phenyl]sulfonyl]-N-[2-(4-morpholinyl)ethyl]-D-valine, monohydrochloride, as a white solid (5.30 g). MS MH+ calc'd for C24H33N2O5S2 : 494, found: 494. HRMS calc'd for C24H33N2O5S2 : 493.1831; found: 493.1833.

Workup

  1. customwas stirred at room temperature for 30 minutes
  2. temperatureheated
  3. temperatureto reflux for 25 minutes
  4. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-fa52adaa009641838b5ac15885cece14
Source dataset
uspto-grants-2000_07
Patent number
US06087359

Reaction notes

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