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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 322549Generated: October 26, 2026

Hydrochloric Acid → HCID 178427600, compound

https://huagongshe.com/reaction/322549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantThiazoleHCID 9256—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178502742HCID 178502742—
ReactantHCID 178506781HCID 178506781—
ProductHCID 178427600HCID 17842760084%

Reaction Steps

To a solution of thiazole (2.5 g, 29 mmol) in THF (25 mL) at −78° C. was added n-BuLi (1.6 M in hexane, 19 mL) dropwise. The mixture was stirred for 30 min. Then a solution of Boc—Arg(Tos)—N(Me)OMe (1.7 g, 3.6 mmol) in THF(50 mL) was added to the lithiothiazole mixture at −78° C. The solution was stirred for 2 h. 1 M HCl (30 mL) was added to the reaction mixture and warmed to room temperature. The mixture was extracted with EtOAc (100 mL). The organic layer was washed with sat. NaCl (30 mL), dried over MgSO4, filtered and evaporated. The crude oily residue was purified by flash column over silica gel(50% EtOAc in CH2Cl2) to give Boc—Arg(Tos)—Thiazole (1.5 g, 84% yield) as a white powder. DCl—MS(M+H)+=496

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211154B1
Source datasetuspto-grants-2001_04
ORD IDord-8be0502e08ea4fc9a2cd0a35ef9c7306
Source noteuspto-grants-2001_04