Methanol → HCID 13221873, compound

HRID 1615825Notes

Reaction equation

HRID 1615825 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][C:6]([NH2:12])([C:9]([OH:11])=[O:10])[CH2:7][OH:8].[CH3:13]O>>[ClH:3].[CH3:5][C@@:6]([C:9]([O:11][CH3:13])=[O:10])([CH2:7][OH:8])[NH2:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 94309alpha-Methyl-DL-serine

Product 1

HCID 13221873HCID 13221873, compound

Procedure

Thionyl chloride (12.8 mL, 175 mmol) was added dropwise to a stirred suspension of DL-2-methylserine hydrate, (10.4 g, 88.0 mmol) in anhydrous methanol (67 mL) at 0° C. The solids gradually dissolved during the addition. Upon complete addition the bath was removed and the mixture stirred at room temperature overnight. The solvent was then removed in vacuo to give an oil which was azeotroped twice with ether and further dried under vacuum to give the title compound.

Workup

  1. dissolutionThe solids gradually dissolved during the addition
  2. additionUpon complete addition the bath
  3. customwas removed
  4. customThe solvent was then removed in vacuo
  5. customto give an oil which
  6. customwas azeotroped twice with ether
  7. customfurther dried under vacuum

Sources & evidence

ORD record
ord-93fdb3b54c564339aafbd7d6202866d0
Source dataset
uspto-grants-2014_07
Patent number
US08765759B2

Reaction notes

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