Sodium Azide → HCID 131729099, compound

HRID 1671425Notes

Reaction equation

HRID 1671425 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:28])([CH3:27])[CH:11]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:7])=[O:6].[N-:29]=[N+:30]=[N-:31].[Na+]>CS(C)=O>[N:29]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:28])([CH3:27])[CH:11]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:7])=[O:6])=[N+:30]=[N-:31]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 131729098HCID 131729098, compound

Product 1

HCID 131729099HCID 131729099, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the general procedure for the preparation of azides of Description 16, ethyl (2R/S)-4-[(3-chloropropyl)sulfonyloxy]-2-[(4-methoxyphenyl)methoxy]-3,3-dimethylbutanoate (23a) (0.31 g, 0.71 mmol) dissolved in 10 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 0.11 g (1.8 mmol) of sodium azide (NaN3). After work-up, the crude title compound (23b) was used in the next step without further purification. MS (ESI) m/z 466.07 (M+Na)+.

Workup

  1. customAfter work-up, the crude title compound (23b) was used in the next step without further purification

Sources & evidence

ORD record
ord-8681dce642604c14ab3a7eb8ddcceef4
Source dataset
uspto-grants-2011_08
Patent number
US07994218B2

Reaction notes

Loading…