Sodium Azide → HCID 86629056, compound

HRID 1671462Notes

Reaction equation

HRID 1671462 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:27])([CH3:26])[C@@H:11]([O:22][C:23](=[O:25])[CH3:24])[C:12]([O:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:13])(=[O:7])=[O:6].[N-:28]=[N+:29]=[N-:30].[Na+]>CS(C)=O>[N:28]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:27])([CH3:26])[C@@H:11]([O:22][C:23](=[O:25])[CH3:24])[C:12]([O:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:13])(=[O:7])=[O:6])=[N+:29]=[N-:30]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86629054HCID 86629054, compound

Product 1

HCID 86629056HCID 86629056, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the general procedure for the preparation of azides of Description 16, 3-pyridylmethyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-2-acetyloxy-3,3-dimethylbutanoate (38a) (220 mg, 0.51 mmol) dissolved in 5 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 100 mg (1.5 mmol) of sodium azide (NaN3). After work-up, the crude title compound (38b) was used in the next step without further purification. MS (ESI) m/z 428.99 (M+H)+.

Workup

  1. customAfter work-up, the crude title compound (38b) was used in the next step without further purification

Sources & evidence

ORD record
ord-a2ad064d084846e18f44886d6ba39a2d
Source dataset
uspto-grants-2011_08
Patent number
US07994218B2

Reaction notes

Loading…