Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 724625Generated: October 31, 2026

Lithium borohydride → 2-Tert-butyl-5-(4-hydroxymethyl-phenyl)-1,1-dioxo-1lambda6-isothiazolidin-3-one

https://huagongshe.com/reaction/724625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
Reactant2-Tert-butyl-5-(4-hydroxymethyl-phenyl)-1,1-dioxo-1,2-dihydro-1lambda6-isothiazol-3-oneHCID 58746547—
SolventTetrahydrofuranHCID 8028—
Product2-Tert-butyl-5-(4-hydroxymethyl-phenyl)-1,1-dioxo-1lambda6-isothiazolidin-3-oneHCID 5874659786.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 20-A of Example 1.20 (420 mg, 1.4 mmol) in tetrahydrofuran (8.4 mL) at 0° C. was treated with lithium tetrahydroborate (0.71 mL, 1.4 mmol, 2 M in tetrahydrofuran). The reaction mixture was stirred at 0° C. for 30 min and quenched with acetic acid (1 mL). The reaction mixture was concentrated and purified by preparative LCMS to yield 4.15-C (359 mg, 85%). LCMS found for C14H20NO4S (M+H)+: m/z=298.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141596B2
Source datasetuspto-grants-2006_11
ORD IDord-946b19189dec44ed98a0c34daa9e6b8b
Source noteuspto-grants-2006_11