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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939712Generated: October 30, 2026

Water → HCID 86751722, compound

https://huagongshe.com/reaction/1939712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 86751721HCID 86751721—
SolventDichloromethaneHCID 6344—
ProductHCID 86751722HCID 8675172287%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (R)-3-azido-2-O-(diisopropyl phosphonomethoxyl)-1,2-propanediol (6.4 g, 21.67 mmol) and triethylamine (4.39 g, 43.4 mmol) in methylene chloride (100 mL), methanesulfonylchloride (2.98 g, 26 mmol) was slowly added at 0° C. under nitrogen atmosphere. The resulting solution was stirred at 0° C. for 1 hour and then slowly warmed to room temperature during an hour. Water (100 mL) was added to the solution. The aqueous was separated and extrated with methylene chloride (150 mL×2). The combined methylene chloride extracts were dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by flash chromatography on silica gel (methylene chloride:acetone=10:1 to 3:1) to provide 7.21 g (87% yield) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05696263
Source datasetuspto-grants-1997_12
ORD IDord-56743981c1824d52b905f28c706b314c
Source noteuspto-grants-1997_12