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

HRID 280495Notes

Reaction equation

HRID 280495 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-f838e8c877924995af0631274a437ce5
Source dataset
uspto-grants-1986_05
Patent number
US04590073

Reaction notes

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