Methanol → HCID 59217673, compound

HRID 2246052Notes

Reaction equation

HRID 2246052 reaction equation
[NH2:1][CH:2]([CH:6]([N:13]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:14]=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].S(Cl)(Cl)=O.[CH3:27]O>CN(C=O)C>[NH2:1][CH:2]([CH:6]([N:13]([CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH:14]=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([O:5][CH3:27])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 59217674HCID 59217674, compound

Product 1

HCID 59217673HCID 59217673, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

13.5 g (0.04 mol) of 2-amino-3-(N-benzyl-N-formylamino)-3-phenylpropionic acid were dissolved in methanol, and 7.1 g (0.06 mol) of thionyl chloride and 1 drop of DMF were added dropwise. After 20 hours, the solvents were removed, the residue was suspended in diethyl ether and 5% strength NaHCO3 solution was added with stirring. The ether phase was separated off, washed and dried. Removal of the solvents gave 4.0 g of the title compound as a colorless oil which was used without further purification.

Workup

  1. customthe solvents were removed
  2. addition5% strength NaHCO3 solution was added
  3. customThe ether phase was separated off
  4. washwashed
  5. customdried
  6. customRemoval of the solvents

Sources & evidence

ORD record
ord-6f4d3709f98e4039ace02919c9344f61
Source dataset
uspto-grants-2010_03
Patent number
US07687435B2

Reaction notes

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