Sodium Azide → HCID 86629053, compound

HRID 1671460Notes

Reaction equation

HRID 1671460 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:24])([CH3:23])[C@@H:11]([OH:22])[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-:25]=[N+:26]=[N-:27].[Na+]>CS(C)=O>[N:25]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:24])([CH3:23])[C@@H:11]([OH:22])[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+:26]=[N-:27]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86629052HCID 86629052, compound

Product 1

HCID 86629053HCID 86629053, 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-hydroxy-3,3-dimethylbutanoate (37b) (20 mg, 0.053 mmol) dissolved in 1 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 10 mg (0.1 mmol) of sodium azide (NaN3). After work-up, the crude title compound (37c) was used in the next step without further purification.

Workup

  1. customAfter work-up, the crude title compound (37c) was used in the next step without further purification

Sources & evidence

ORD record
ord-fee8ae8033cf4fc69b75b34dcca9949b
Source dataset
uspto-grants-2011_08
Patent number
US07994218B2

Reaction notes

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