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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867975Generated: October 31, 2026

Water → N-(tert-butoxycarbonyl)piperidine

https://huagongshe.com/reaction/1867975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
ReactantHCID 57980850HCID 57980850—
SolventDimethylformamideHCID 6228—
ProductN-(tert-butoxycarbonyl)piperidineHCID 7010304—

Reaction Steps

1st step: A solution of thiophene-2-sulfonic acid 2-aminobenzothiazol-6-yl ester (intermediate 31) (80 mg, 0.256 mmol), Boc-isonipecotic acid (176 mg, 0.768 mmol) HBTU (291 mg, 0.768 mmol) and N,N-diisopropylethylamine (223 μl, 1.28 mmol) in 4 ml of dimethylformamide is stirred for 3 days at room temperature. 30 ml of water are added to the reaction medium, which is extracted with ethyl acetate. The organic phase is washed with water and with saturated sodium chloride solution, dried over magnesium sulfate and concentrated to dryness to give 4-[6-thiophene-2-sulfonyloxy)benzothiazol-2-ylcarbamoyl]piperidine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632952B2
Source datasetuspto-grants-2009_12
ORD IDord-558304165ba049b68a2f2608dc5f92a4
Source noteuspto-grants-2009_12