HCID 89851371, compound → (2S,5R)-6-(allyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-4-(prop-1-en-2-yl)-1,6-diazabicyclo[3.2.1]oct-3-en-7-one

HRID 627109Notes

Reaction equation

HRID 627109 reaction equation
[CH2:1]([O:4][NH:5][C@@H:6]1[C:11]([C:12]([CH3:14])=[CH2:13])=[CH:10][C@@H:9]([CH2:15][O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])[NH:8][CH2:7]1)[CH:2]=[CH2:3].[CH2:24]([O:27]N1C(=O)N2C[C@H]1C(C)=C[C@H]2C(N)=O)C=C>>[CH2:1]([O:4][N:5]1[C:24](=[O:27])[N:8]2[CH2:7][C@H:6]1[C:11]([C:12]([CH3:14])=[CH2:13])=[CH:10][C@H:9]2[CH2:15][O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 89851371HCID 89851371, compoundHCID 131735282O-allyl-N-((3R,6S)-6-((tert-butyldimethylsilyloxy)-methyl)-4-(prop-1-en-2-yl)-1,2,3,6-tetrahydropyridin-3-yl)hydroxylamine2×

Product 1

HCID 89852273(2S,5R)-6-(allyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-4-(prop-1-en-2-yl)-1,6-diazabicyclo[3.2.1]oct-3-en-7-one

Procedure

The title compound was prepared from O-allyl-N-((3R,6S)-6-((tert-butyldimethylsilyloxy)-methyl)-4-(prop-1-en-2-yl)-1,2,3,6-tetrahydropyridin-3-yl)hydroxylamine (Intermediate 56, 1.22 g, 3.60 mmol) following the procedure described for Intermediate 16. The desired product was obtained as a light yellow oil (1.16 g, 88%).

Sources & evidence

ORD record
ord-30a4b528ebc6493e9f58157c06f777cd
Source dataset
uspto-grants-2016_04
Patent number
US09309245B2

Reaction notes

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