Methanol → HCID 3639766, compound

HRID 2065011Notes

Reaction equation

HRID 2065011 reaction equation
N#N.[C:3]1([CH:9]([OH:15])[C@@H:10]([C:12]([OH:14])=[O:13])[NH2:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(Cl)(Cl)=O.[CH3:20]O>>[CH3:20][O:13][C:12](=[O:14])[CH:10]([NH2:11])[CH:9]([OH:15])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 947NitrogenHCID 24386Thionyl ChlorideHCID 123141536254-48-4

Product 1

HCID 3639766HCID 3639766, compound

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 3-phenylserine (15.00 g, 82.79 mmol) in MeOH (78.0 mL) was treated at 0° C. with thionylchloride (6.23 mL, 91.06 mmol). The resulting mixture was then stirred at rt overnight. The volatiles were removed under reduced pressure and the residue was triturated in EA and filtered to give the title compound as a white solid. LC-MS-conditions 02: tR=0.40 min, [M+AcCN+H]+=237.46.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was triturated in EA
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2598234716764bc6bae71f98c39275b9
Source dataset
uspto-grants-2012_10
Patent number
US08288419B2

Reaction notes

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