1,3-Oxazole-4-carbohydrazide → HCID 117988378, compound

HRID 710984Notes

Reaction equation

HRID 710984 reaction equation
[CH2:1]([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([OH:20])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:21]1[CH:25]=[C:24]([C:26]([NH:28][NH2:29])=[O:27])[N:23]=[CH:22]1>>[CH2:1]([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([NH:29][NH:28][C:26]([C:24]1[N:23]=[CH:22][O:21][CH:25]=1)=[O:27])=[O:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 497617151,3-Oxazole-4-carbohydrazideHCID 57389355(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid

Product 1

HCID 117988378HCID 117988378, compoundYield 61.7%

Procedure

Following a procedure analogous to Example 27, from the carboxylic acid (6b, 390 mg, 1.41 mmol) of Example 9 or 16 and oxazol-4-carbohydrazide (613 mg, prepared following a procedure analogous to Reference Example 2), 335.2 mg of the title compound was afforded (yield 61.7%).

Sources & evidence

ORD record
ord-10a4c68ba69c44e0986757eb9c22330b
Source dataset
uspto-grants-2015_11
Patent number
US09181250B2

Reaction notes

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