p-Toluenesulfonic acid → HCID 18186652, compound

HRID 1357658Notes

Reaction equation

HRID 1357658 reaction equation
[C:1]([CH2:3][NH:4][C:5]([CH:7]([NH:12]C(=O)OC(C)(C)C)[CH2:8][CH:9]([CH3:11])[CH3:10])=[O:6])#[N:2].[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26]([OH:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1>C(Cl)Cl>[C:20]1([CH3:30])[CH:21]=[CH:22][C:23]([S:26]([OH:29])(=[O:27])=[O:28])=[CH:24][CH:25]=1.[NH2:12][CH:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:5]([NH:4][CH2:3][C:1]#[N:2])=[O:6]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 57288260HCID 57288260, compound

Product 1

HCID 18186652HCID 18186652, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture comprised of the tert-butyl 1-cyanomethylcarbamoyl-3-methylbutylcarbamate and anhydrous p-toluenesulfonic acid (3 eq.) in methylene chloride (20 mL) was stirred for approximately 12 hours. The mixture was filtered and the solid material collected was triturated several times with ether to remove excess acid and then dried under vacuum to provide 2-amino-N-cyanomethyl-4-methylpentanamide p-toluenesulfonic acid salt.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solid material collected
  3. customwas triturated several times with ether
  4. customto remove excess acid
  5. customdried under vacuum

Sources & evidence

ORD record
ord-af4d869a0e7e4b5a9474b97ba21acb4f
Source dataset
uspto-grants-2003_07
Patent number
US06593327B2

Reaction notes

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