Ammonia → HCID 14257302, compound

HRID 622590Notes

Reaction equation

HRID 622590 reaction equation
C[O:2][C:3]([CH2:5][S:6][C@H:7]1[NH:10][C:9](=[O:11])[C@H:8]1[NH:12][C:13]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O.[NH3:32]>C(O)C>[NH2:32][C:3]([CH2:5][S:6][C@H:7]1[NH:10][C:9](=[O:11])[C@H:8]1[NH:12][C:13]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14257300HCID 14257300, compound

Product 1

HCID 14257302HCID 14257302, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4.35 g of (3R,4R)-4-[[(methoxycarbonyl)methyl]thio]-3-tritylamino-2-azetidinone in 45 ml of ethanol is added 11 ml of 25 to 28% aqueous ammonia and the reaction mixture is allowed to stand at room temperature for 2 days. The mixture is further treated in the same manner as described in Reference Example 8 to give 1.804 g of (3R,4R)-4-[[(aminocarbonyl)methyl]thio]-3-tritylamino-2-azetidinone.

Workup

  1. additionThe mixture is further treated in the same manner

Sources & evidence

ORD record
ord-f6e770f20d4d4b448ae639178615b07b
Source dataset
uspto-grants-1988_09
Patent number
US04771045

Reaction notes

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