Pyridine → Ethyl 2-(Benzyloxycarbonylamino)-2-(acetoxy)acetate

HRID 65181Notes

Reaction equation

HRID 65181 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([OH:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:25](OC(=O)C)(=[O:27])[CH3:26]>O1CCCC1>[CH2:1]([O:8][C:9]([NH:11][CH:12]([O:18][C:25](=[O:27])[CH3:26])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 20233481Ethyl 2-(benzyloxycarbonylamino)-2-(hydroxy)acetate

Product 1

HCID 15173153Ethyl 2-(Benzyloxycarbonylamino)-2-(acetoxy)acetate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The above ethyl 2-(benzyloxycarbonylamino)-2-(hydroxy)acetate (24.9 g), 34.2 ml of pyridine and 24.3 ml of acetic anhydride in 250 ml of tetrahydrofuran was stirred at room temperature for 30 minutes. It was then concentrated in vacuo, and dried under high vacuum for 4 hours to give 25.0 g of the title compound.

Workup

  1. concentrationIt was then concentrated in vacuo
  2. customdried under high vacuum for 4 hours

Sources & evidence

ORD record
ord-39d299af84f94a549fe5a4fc5d04ac3e
Source dataset
uspto-grants-1986_09
Patent number
US04613462

Reaction notes

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