Diazomethane → HCID 10804797, compound

HRID 1088270Notes

Reaction equation

HRID 1088270 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][C:9]([N:11]2[CH2:18][C@H:17]([OH:19])[CH2:16][C@H:12]2[C:13]([OH:15])=[O:14])=[O:10])=[CH:5][CH:4]=1.[N+](=[CH2:24])=[N-]>CO.O1CCCC1>[CH3:24][O:14][C:13](=[O:15])[C@@H:12]1[CH2:16][C@@H:17]([OH:19])[CH2:18][N:11]1[C:9]([O:8][CH2:7][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:21][CH:20]=1)=[O:10]

Participants

5

Reactant 2

HCID 9550DiazomethaneHCID 15671477HCID 15671477, compound

Product 1

HCID 10804797HCID 10804797, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

trans-1-(p-Methoxybenzyloxycarbonyl)-4-hydroxy-L-proline (5.0 g) was dissolved in 50 ml of methanol and 50 ml of tetrahydrofuran. An ethereal solution of diazomethane was added thereto under ice-cooling until nitrogen gas evolution stopped. The mixture was allowed to stand overnight and distilled to obtain trans-1-(p-methoxy-benzyloxycarbonyl)-4-hydroxy-L-proline methyl ester.

Workup

  1. temperatureunder ice-cooling until nitrogen gas evolution
  2. distillationdistilled

Sources & evidence

ORD record
ord-13e398602196428382c883d0c78d6399
Source dataset
uspto-grants-1990_10
Patent number
US04962103

Reaction notes

Loading…