Hydrochloric Acid → 3-[(1-propylbutyl)sulfonyl]alanine HCl salt

HRID 14057Notes

Reaction equation

HRID 14057 reaction equation
C([NH:4][C@H:5]([C:17]([O:19]C)=[O:18])[CH2:6][S:7]([CH:10]([CH2:14][CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13])(=[O:9])=[O:8])(=O)C.[ClH:21]>C(O)(=O)C>[ClH:21].[CH2:11]([CH:10]([S:7]([CH2:6][C@@H:5]([C:17]([OH:19])=[O:18])[NH2:4])(=[O:8])=[O:9])[CH2:14][CH2:15][CH3:16])[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86589164methyl N-acetyl-3-[(1-propylbutyl)sulfonyl]alaninate

Product 1

HCID 865891653-[(1-propylbutyl)sulfonyl]alanine HCl salt

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 250 ml round bottom flask equipped with magnetic stir bar, reflux condenser, and N2 inlet was charged with 9.2 g methyl N-acetyl-3-[(1-propylbutyl)sulfonyl]alaninate in 50 ml acetic acid and 50 ml conc. HCl. The solution was refluxed for 4 hours then concentrated in vacuo. The residue was chased with toluene (2×) then vacuum dried overnight to yield 7.8 g of the desired 3-[(1-propylbutyl)sulfonyl]alanine HCl salt.

Workup

  1. customA 250 ml round bottom flask equipped with magnetic stir bar
  2. temperaturereflux condenser, and N2 inlet
  3. temperatureThe solution was refluxed for 4 hours
  4. concentrationthen concentrated in vacuo
  5. customvacuum dried overnight

Sources & evidence

ORD record
ord-da90b0ae5963488daffc62f844ba69b8
Source dataset
uspto-grants-2010_06
Patent number
US07727997B2

Reaction notes

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