Ethyl Propionate → HCID 70415279, compound

HRID 622586Notes

Reaction equation

HRID 622586 reaction equation
[N:1]([C@@H:4]1[NH:7][C:6](=[O:8])[C@H:5]1[NH:9][C:10]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[N+:2]=[N-:3].[C:29]([O:33][CH2:34][CH3:35])(=[O:32])[CH2:30][CH3:31]>C1(C)C=CC=CC=1>[CH2:34]([O:33][C:29]([C:30]1[N:3]=[N:2][N:1]([C@@H:4]2[NH:7][C:6](=[O:8])[C@H:5]2[NH:9][C:10]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:31]=1)=[O:32])[CH3:35]

Participants

4

Reactant 2

HCID 7749Ethyl PropionateHCID 53771026(3S,4S)-4-azido-3-tritylamino-2-azetidinone

Product 1

HCID 70415279HCID 70415279, compoundYield 51.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 2.0 g of (3S,4S)-4-azido-3-tritylamino-2-azetidinone in 40 ml of toluene is added 1.33 g of ethyl propionate, and the mixture is refluxed for one hour and then cooled. The resulting crystalline is collected by filtration and dried to give 1.3 g of (3S,4S)-4-[4-(ethoxycarbonyl)-1,2,3-triazol-1-yl]-3-tritylamino-2-azetidinone.

Workup

  1. temperaturethe mixture is refluxed for one hour
  2. temperaturecooled
  3. filtrationThe resulting crystalline is collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-d513386c18164797b56cb7e9aac65946
Source dataset
uspto-grants-1988_09
Patent number
US04771045

Reaction notes

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