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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697252Generated: October 25, 2026

5-Bromo-2-(triisopropylsilyl)thiazole → (S)-methyl 2-(tert-butoxycarbonyl)-3-(2-(triisopropylsilyl)thiazol-5-yl)propanoate

https://huagongshe.com/reaction/1697252

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-(triisopropylsilyl)thiazoleHCID 59601131—
Reactant(R)-methyl2-(tert-butoxycarbonyl)-3-iodopropanoateHCID 86614124—
Product(S)-methyl 2-(tert-butoxycarbonyl)-3-(2-(triisopropylsilyl)thiazol-5-yl)propanoateHCID 67270410—

Reaction Steps

The title compound was synthesized in a manner analogous to that described Example 408, using (R)-methyl 2-(tert-butoxycarbonyl)-3-iodopropanoate and 5-bromo-2-(triisopropylsilyl)thiazole (prepared according to Stangeland, Eric L.; Sammakia, Tarek, Use of Thiazoles in the Halogen Dance Reaction: Application to the Total Synthesis of WS75624 B, Journal of Organic Chemistry (2004), 69(7), 2381-2385.). MS m/z: 443.3 (100%, M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163909B2
Source datasetuspto-grants-2012_04
ORD IDord-7be346bc67f24829941b603d0d91f551
Source noteuspto-grants-2012_04