Sodium Carbonate → Methyl s-phenyl-l-cysteinate

HRID 2356043Notes

Reaction equation

HRID 2356043 reaction equation
C(OC([NH:8][C@H:9]([C:18]([O:20][CH3:21])=[O:19])[CH2:10][S:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O)(C)(C)C.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1>[C:12]1([S:11][CH2:10][C@@H:9]([C:18]([O:20][CH3:21])=[O:19])[NH2:8])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 18637399Methyl n-(tert-butoxycarbonyl)-s-phenylcysteinate

Product 1

HCID 54282006Methyl s-phenyl-l-cysteinate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of Example 133A in 1:1 dioxane/4M HCl at room temperature was stirred for 3 hours, poured into saturated Na2CO3 (400 mL), and extracted with ethyl acetate (3×300 mL). The combined extracts were dried (Na2SO4), filtered, and concentrated to provide the desired product.

Workup

  1. extractionextracted with ethyl acetate (3×300 mL)
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e2c4cd296cac42319e42d0276c3b0394
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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