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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090594Generated: November 4, 2026

Tetrahydrofuran → Tert-butyl (2-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-1-yl}ethyl)carbamate

https://huagongshe.com/reaction/2090594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactanttert-butyl N-(2-oxoethyl)carbamateHCID 4247255—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrobromideHCID 67166230—
SolventAcetic AcidHCID 176—
ProductTert-butyl (2-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-1-yl}ethyl)carbamateHCID 44622055—

Reaction Steps

10 ml of THF and 200 μl of glacial acetic acid are added to 200 mg (0.46 mmol) of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrobromide, and 154 mg (0.92 mmol) of tert-butyl (2-oxoethyl)carbamate are added. 195 mg (0.92 mmol) of sodium trisacetoxyborohydride are subsequently added, and the reaction mixture is stirred at room temperature for 24 h. The reaction mixture is filtered, the mother liquor is evaporated, and the residue is purified by preparative HPLC, giving “A37”;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436186B2
Source datasetuspto-grants-2013_05
ORD IDord-37b797f1a84645e5a0a733930b840122
Source noteuspto-grants-2013_05