HCID 89852256, compound → (2S,5R)-6-(allyloxy)-4-isopropyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carbonitrile

HRID 627101Notes

Reaction equation

HRID 627101 reaction equation
[CH2:1]([O:4][N:5]1[C:11](=[O:12])[N:10]2[CH2:13][CH:6]1[C:7]([CH:17]([CH3:19])[CH3:18])=[CH:8][CH:9]2[C:14]([NH2:16])=O)[CH:2]=[CH2:3].C(ON1C(=O)N2C[C@H]1C(C(C)C)=C[C@H]2C(N)=O)C=C.C(ON1C(=O)N2C[C@H]1C(C)=C[C@H]2C#N)C=C>>[CH2:1]([O:4][N:5]1[C:11](=[O:12])[N:10]2[CH2:13][C@H:6]1[C:7]([CH:17]([CH3:19])[CH3:18])=[CH:8][C@H:9]2[C:14]#[N:16])[CH:2]=[CH2:3]

Participants

4

Reactant 3

HCID 89852256HCID 89852256, compoundHCID 89852742(2S,5R)-6-(allyloxy)-4-isopropyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamideHCID 1239811736-(Allyloxy)-4-isopropyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamide

Product 1

HCID 89851910(2S,5R)-6-(allyloxy)-4-isopropyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carbonitrile

Procedure

The title compound was prepared from 2S,5R)-6-(allyloxy)-4-isopropyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamide (Intermediate 43, 143.9 mg, 0.54 mmol) following the procedure described for Intermediate 23. The desired product was obtained as a colorless oil (114 mg, 85%).

Sources & evidence

ORD record
ord-14ad68d179d945bc983048b0e84e2c13
Source dataset
uspto-grants-2016_04
Patent number
US09309245B2

Reaction notes

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