HCID 89851371, compound → (2S,5R)-6-(benzyloxy)-4-(2-nitroethyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamide

HRID 627238Notes

Reaction equation

HRID 627238 reaction equation
[CH2:1]([O:8][NH:9][C@H:10]1[CH2:15][NH:14][C@H:13]([C:16]([NH2:18])=[O:17])[CH:12]=[C:11]1[CH2:19][CH2:20][N+:21]([O-:23])=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:24]([O:27]N1C(=O)N2C[C@H]1C(C)=C[C@H]2C(N)=O)C=C>>[CH2:1]([O:8][N:9]1[C:24](=[O:27])[N:14]2[CH2:15][C@H:10]1[C:11]([CH2:19][CH2:20][N+:21]([O-:23])=[O:22])=[CH:12][C@H:13]2[C:16]([NH2:18])=[O:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 89851371HCID 89851371, compoundHCID 89851794(2S,5R)-5-(benzyloxyamino)-4-(2-nitroethyl)-1,2,5,6-tetrahydropyridine-2-carboxamide2×

Product 1

HCID 89853135(2S,5R)-6-(benzyloxy)-4-(2-nitroethyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamide

Procedure

The title compound was prepared from (2S,5R)-5-(benzyloxyamino)-4-(2-nitroethyl)-1,2,5,6-tetrahydropyridine-2-carboxamide (Intermediate 225, 0.600 g, 1.87 mmol) according to the procedure described for Intermediate 16. The desired product was obtained as a light yellow oil (0.510 g, 79%).

Sources & evidence

ORD record
ord-75486912ff834df1b6aaf48ebb2946bb
Source dataset
uspto-grants-2016_04
Patent number
US09309245B2

Reaction notes

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