Methanol → HCID 53765035, compound

HRID 1390276Notes

Reaction equation

HRID 1390276 reaction equation
S(Cl)(Cl)=O.C([O:8][C:9]1[CH:29]=[CH:28][C:12]([CH2:13][C:14]([NH:16][C@H:17]([C:25]([OH:27])=[O:26])[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[S:15])=[CH:11][CH:10]=1)(=O)C.[CH3:30]O>>[CH3:30][O:27][C:25](=[O:26])[C@H:17]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[NH:16][C:14]([CH2:13][C:12]1[CH:28]=[CH:29][C:9]([OH:8])=[CH:10][CH:11]=1)=[S:15]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 22806789HCID 22806789, compound

Product 1

HCID 53765035HCID 53765035, compound

Procedure

3 Ml of thionyl chloride was dropwise added to 100 ml of anhydrous methanol at a temperature below -10° C. To the mixture was added 6 g (0.016 mol) of N-(4-acetoxybenzylthiocarbonyl)-L-phenylalanine synthesized according to Example 3. After the mixture was stirred at room temperature overnight, the solvent was evaporated under reduced pressure to obtain crude crystal. Further, the crude crystal was recrystallized from 30 ml ethyl acetate and 100 ml of n-hexane to obtain 5.1 g of white purified crystal.

Workup

  1. customsynthesized
  2. customthe solvent was evaporated under reduced pressure
  3. customto obtain crude crystal
  4. customFurther, the crude crystal was recrystallized from 30 ml ethyl acetate and 100 ml of n-hexane
  5. customto obtain 5.1 g
  6. customof white purified crystal

Sources & evidence

ORD record
ord-d557b8cd4fe44c95a15b1db49bcfd853
Source dataset
uspto-grants-1979_02
Patent number
US04138485

Reaction notes

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