Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853103Generated: October 25, 2026

(s)-Tert-butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide → (R)-7-Bromo-1-(2-tert-butoxycarbonylamino-1-methyl-ethyl)-5-fluoro-1H-indole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/853103

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(s)-Tert-butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxideHCID 11195739—
ReactantEthyl 7-bromo-5-fluoro-1H-indole-2-carboxylateHCID 21014457—
Product(R)-7-Bromo-1-(2-tert-butoxycarbonylamino-1-methyl-ethyl)-5-fluoro-1H-indole-2-carboxylic acid ethyl esterHCID 69417576—

Reaction Steps

The title compound, ISP-MS: m/e=(M+H+), was prepared in accordance with the general method of example 12b) from 7-bromo-5-fluoro-1H-indole-2-carboxylic acid ethyl ester (10.0 g, 0.035mol) and (S)-5-methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester 10 g, 0.042 mol). The product was isolated as a viscous yellow oil, (10.1 g, 65%); ISP MS: 445.3 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253281B2
Source datasetuspto-grants-2007_08
ORD IDord-df0f33cd1e1c400c96dae22e052eb5a8
Source noteuspto-grants-2007_08