Ammonium Chloride → HCID 131718347, compound

HRID 486882Notes

Reaction equation

HRID 486882 reaction equation
COC1C=CC(C[S:8][CH2:9][C@@H:10]([C:12]([NH:14][C:15](=[O:29])[C:16]([S:19]CC2C=CC(OC)=CC=2)([CH3:18])[CH3:17])=[O:13])[NH2:11])=CC=1.[Na].[Cl-].[NH4+]>N>[SH:19][C:16]([CH3:18])([CH3:17])[C:15]([NH:14][C:12](=[O:13])[C@H:10]([CH2:9][SH:8])[NH2:11])=[O:29]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 22850725HCID 22850725, compound

Product 1

HCID 131718347HCID 131718347, compoundYield 33.3%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent2×

Procedure

To a solution of S-p-methoxybenzyl-N-(2-p-methoxybenzylthio-2-methylpropionyl)-L-cysteine amide(500 mg) in liquid ammonia(10 ml), metallic sodium(0.15 g) was added under nitrogen atomosphere at -78° C. Ammonium chloride was added to the solution and ammonia was evaporated. Methanol and methylene chloride were added to the residue and filtered. The filtrate was concentrated in vacuo and the oily residue was purified by a silica gel column chromatography to give 80 mg(32%) of the titled compound.

Workup

  1. customwas evaporated
  2. additionMethanol and methylene chloride were added to the residue
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. customthe oily residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-78e8db30ac9742cdae705a9fcb673f67
Source dataset
uspto-grants-1994_03
Patent number
US05292926

Reaction notes

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