Hydrochloric Acid → methyl D-methionyl-glycinate hydrochloride

HRID 1680572Notes

Reaction equation

HRID 1680572 reaction equation
C([NH:8][C@@H:9]([C:14]([NH:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:15])[CH2:10][CH2:11][S:12][CH3:13])(OC(C)(C)C)=O.[ClH:22]>O1CCOCC1>[ClH:22].[NH2:8][C@@H:9]([C:14]([NH:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:15])[CH2:10][CH2:11][S:12][CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13216971methyl Boc-D-methionyl-glycinate

Product 1

HCID 13216977methyl D-methionyl-glycinate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 16.0 g of methyl Boc-D-methionyl-glycinate in 50 ml of dioxane is added 50 ml of a solution of 5.6 M hydrogen chloride in dioxane. The reaction mixture is stirred for 30 minutes at room temperature and the solvent is removed under reduced pressure. The residue is stirred with diethyl ether to give a gum. The ether is decanted and the product dried under high vacuum to give methyl D-methionyl-glycinate hydrochloride which is represented by the following formula

Workup

  1. customthe solvent is removed under reduced pressure
  2. stirringThe residue is stirred with diethyl ether
  3. customto give a gum
  4. customThe ether is decanted
  5. customthe product dried under high vacuum

Sources & evidence

ORD record
ord-b97ef6920f7c4eeea162a85fd0b0dd07
Source dataset
uspto-grants-1981_06
Patent number
US04273704

Reaction notes

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