Sodium hydride → HCID 22837354, compound

HRID 569756Notes

Reaction equation

HRID 569756 reaction equation
[N:1]([C@H:4]1[CH2:10][CH2:9][C@@H:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][NH:6][C:5]1=[O:17])=[N+:2]=[N-:3].Br[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21].[H-].[Na+]>>[N:1]([C@H:4]1[CH2:10][CH2:9][C@@H:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][N:6]([CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:5]1=[O:17])=[N+:2]=[N-:3]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 14003438HCID 14003438, compound

Product 1

HCID 22837354HCID 22837354, compound

Procedure

Using a similar procedure to that described in Example 1(h), 1.21 g of 3(S*)-azido-6(S*)-phenylperhydroazepin-2-one (Isomer B) [prepared as described in Example 1(g)], 1 ml of t-butyl bromoacetate and 252 mg of sodium hydride (as a 55% w/w dispersion in mineral oil) afforded 1.9 g of the title compound as a syrup.

Sources & evidence

ORD record
ord-826e5c1e7e4d4a9da58834653bc7feda
Source dataset
uspto-grants-1988_03
Patent number
US04734410

Reaction notes

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