Sodium Azide → HCID 86629045, compound

HRID 1671451Notes

Reaction equation

HRID 1671451 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:34])([CH3:33])[C@@H:11]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)[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-:35]=[N+:36]=[N-:37].[Na+]>CS(C)=O>[N:35]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:34])([CH3:33])[C@@H:11]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)[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+:36]=[N-:37]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86629044HCID 86629044, compound

Product 1

HCID 86629045HCID 86629045, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the general procedure for the preparation of azides of Description 16, (1R)-1-phenylethyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate (34a) (0.42 g, 0.82 mmol) dissolved in 5 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 75 mg (1.15 mmol) of sodium azide (NaN3). After work-up, the crude title compound (34b) was used in the next step without further purification. MS (ESI) m/z 542.02 (M+Na)+.

Workup

  1. customAfter work-up, the crude title compound (34b) was used in the next step without further purification

Sources & evidence

ORD record
ord-608f1f0018334ca99208f373a4620429
Source dataset
uspto-grants-2011_08
Patent number
US07994218B2

Reaction notes

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