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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901603Generated: November 2, 2026

Water → 3-(3-Carbamoyloxy-2-tert-butoxycarbonylaminopropoxy)-5-chloro-1,2-benzoisoxazole

https://huagongshe.com/reaction/1901603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactant3-(2-Tert-butoxycarbonylamino-3-hydroxypropoxy)-5-chloro-1,2-benzoisoxazoleHCID 23368355—
SolventDichloromethaneHCID 6344—
Product3-(3-Carbamoyloxy-2-tert-butoxycarbonylaminopropoxy)-5-chloro-1,2-benzoisoxazoleHCID 2336856485.5%

Reaction Steps

To a suspension of 3.43 g of 3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)-5-chloro-1,2-benzoisoxazole in 34 ml of methylene chloride is added 1.70 g of chlorosulfonyl isocyanate at -45° to -40° C., and the temperature thereof is elevated to 0° C., after which they are subjected to reaction at the same temperature for one hour. To the reaction mixture is added 10 ml of water and they are subjected to reaction at 20°-25° C. for one hour, after which methylene chloride is removed by distillation under reduced pressure. The crystals obtained are collected by filtration, to obtain 3.30 g of 3-(3-carbamoyloxy-2-tert-butoxycarbonylaminopropoxy)-5-chloro-1,2-benzoisoxazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05578627
Source datasetuspto-grants-1996_11
ORD IDord-6c0cf16dae814ead89507946b2d0d23f
Source noteuspto-grants-1996_11