1-Phenethylamine, (+)- → HCID 69950762, compound

HRID 2256086Notes

Reaction equation

HRID 2256086 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]2[O:13][CH:10]2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:14][C@@H:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][C@@H:10]([OH:13])[C@H:11]([NH:22][C@@H:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH3:14])[CH2:12]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 6431891-Phenethylamine, (+)-HCID 10103880tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate

Product 1

HCID 69950762HCID 69950762, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 29.7 g of 1-tert-butoxycarbonyl-3.4-epoxypyrrolidine and 41 ml of (R)-(+)-α-methylbenzylamine in 250 ml of ethanol was heated under reflux for 16 hours. The solvent was removed under reduced pressure, and a residue was subjected to silica gel column chromatography. From an eluant of a mixture of chloroform and methanol (98:2 by volume.), an oily titled compound weighing 15.3 g was obtained.

Workup

  1. temperatureunder reflux for 16 hours
  2. customThe solvent was removed under reduced pressure
  3. additionFrom an eluant of a mixture of chloroform and methanol (98:2 by volume.)
  4. customwas obtained

Sources & evidence

ORD record
ord-7a240574f7054cd29f460eb8b27e1aa9
Source dataset
uspto-grants-1997_08
Patent number
US05654318

Reaction notes

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