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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425186Generated: November 2, 2026

Tetrahydrofuran → tert-Butyl cis(+/-)-4-{benzyl[(benzyloxy)carbonyl]amino}-3-[{2-methyl-2-propen-1-yl}oxy]piperidine-1-carboxylate

https://huagongshe.com/reaction/1425186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl cis(+/-)-4-(benzylamino)-3-[(2-methyl-2-propen-1-yl)oxy]piperidine-1-carboxylateHCID 86648620—
SolventWaterHCID 962—
Producttert-Butyl cis(+/-)-4-{benzyl[(benzyloxy)carbonyl]amino}-3-[{2-methyl-2-propen-1-yl}oxy]piperidine-1-carboxylateHCID 6840596090.5%

Reaction Steps

The same operation as in Example (103a) was performed using tert-butyl cis(±)-4-(benzylamino)-3-[(2-methyl-2-propen-1-yl)oxy]piperidine-1-carboxylate obtained in Example (117c) (4.4 g, 12.2 mmol), sodium bicarbonate, benzyl chloroformate (2.81 g, 16 mmol), THF (15 mL) and water (15 mL). The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 1/1) to obtain 5.46 g of the title compound as a colorless oily substance (99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-57c6c6bdbeac4d8e8244a4d8c791ab81
Source noteuspto-grants-2015_01