Sodium Azide → HCID 86628906, compound

HRID 1919432Notes

Reaction equation

HRID 1919432 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:30])([CH3:29])[C@@H:11]([O:23][C:24](=[O:28])[CH:25]([CH3:27])[CH3:26])[C:12]([O:14][CH2:15][CH2:16][O:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:13])(=[O:7])=[O:6].[N-:31]=[N+:32]=[N-:33].[Na+]>CS(C)=O>[N:31]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:30])([CH3:29])[C@@H:11]([O:23][C:24](=[O:28])[CH:25]([CH3:27])[CH3:26])[C:12]([O:14][CH2:15][CH2:16][O:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:13])(=[O:7])=[O:6])=[N+:32]=[N-:33]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86628905HCID 86628905, compound

Product 1

HCID 86628906HCID 86628906, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the general procedure for the preparation of azides of Description 16, (ethoxycarbonyloxy)ethyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(2-methylpropanoyloxy)butanoate (36c) (0.23 g, 0.49 mmol) dissolved in 3 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 64 mg (0.98 mmol) of sodium azide (NaN3). After work-up, the crude material (36d) was obtained and used in the next step without further purification. MS (ESI) m/z 504.01 (M+Na)+.

Sources & evidence

ORD record
ord-6deb4735df854848b73b09a25b2e5084
Source dataset
uspto-grants-2012_05
Patent number
US08168617B2

Reaction notes

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