Sodium Azide → HCID 86629047, compound

HRID 1671454Notes

Reaction equation

HRID 1671454 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:25])([CH3:24])[C@@H:11]([OH:23])[C:12]([O:14][C@H:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:16])=[O:13])(=[O:7])=[O:6].[N-:26]=[N+:27]=[N-:28].[Na+]>CS(C)=O>[N:26]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:25])([CH3:24])[C@@H:11]([OH:23])[C:12]([O:14][C@H:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:16])=[O:13])(=[O:7])=[O:6])=[N+:27]=[N-:28]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86629048HCID 86629048, compound

Product 1

HCID 86629047HCID 86629047, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the general procedure for the preparation of azides of Description 16, (1S)-1-phenylethyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-2-hydroxy-3,3-dimethylbutanoate (35b) (0.30 g, 0.76 mmol) dissolved in 6 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 99 mg (1.53 mmol) of sodium azide (NaN3). After work-up, the crude material (35c) was used in the next step without further purification. MS (ESI) m/z 422.05 (M+Na)+.

Workup

  1. customAfter work-up, the crude material (35c) was used in the next step without further purification

Sources & evidence

ORD record
ord-caf85e9754ee41b3b8f7143a64116021
Source dataset
uspto-grants-2011_08
Patent number
US07994218B2

Reaction notes

Loading…