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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919418Generated: October 31, 2026

Sodium Azide → (Methylethoxycarbonyloxy)methyl (2R)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate

https://huagongshe.com/reaction/1919418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(Methylethoxycarbonyloxy)methyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoateHCID 86628889—
SolventDimethyl SulfoxideHCID 679—
Product(Methylethoxycarbonyloxy)methyl (2R)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoateHCID 86628890—

Reaction Steps

Following the general procedure for the preparation of azides of Description 16, (methylethoxycarbonyloxy)methyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate (27a) (0.14 g, 0.28 mmol) dissolved in 3 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 45 mg (0.7 mmol) of sodium azide (NaN3). After work-up, the crude title compound (27) was used in the next step without further purification. MS (ESI) m/z 524.06 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168617B2
Source datasetuspto-grants-2012_05
ORD IDord-bebf569e23554b4aa753855bb6c94dd3
Source noteuspto-grants-2012_05