Methanol → HCID 68620241, compound

HRID 1433772Notes

Reaction equation

HRID 1433772 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][OH:22])=[CH:15][CH:14]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].S(=O)(=O)(O)O.[CH3:28]O>>[CH3:28][O:11][C:10](=[O:12])[C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][OH:22])=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 67001183HCID 67001183, compound

Product 1

HCID 68620241HCID 68620241, compoundYield 80%

Procedure

To a solution of (R)-tert-butoxycarbonylamino-[4-(2-hydroxy-ethoxy)-phenyl]-acetic acid (1.0 g, 3.21 mmol) in methanol (10 mL) was added a catalytic amount of concentrated sulfuric acid. The reaction mixture was stirred at reflux for 3 hours. The solvent was evaporated and the crude (R)-tert-butoxycarbonylamino-[4-(2-hydroxy-ethoxy)-phenyl]-acetic acid methyl ester (0.836 g, 80% yield) was carried on to the next step without further purification.

Workup

  1. temperatureat reflux for 3 hours
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-6872086f443549ef84aa150db7af2797
Source dataset
uspto-grants-2009_11
Patent number
US07612212B2

Reaction notes

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