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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425136Generated: October 30, 2026

Tetrahydrofuran → tert-Butyl cis(+/-)-4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidine-1-carboxylate

https://huagongshe.com/reaction/1425136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl cis(+/-)-4-amino-3-propoxypiperidine-1-carboxylateHCID 67548306—
SolventWaterHCID 962—
Producttert-Butyl cis(+/-)-4-{[(benzyloxy)carbonyl]amino}-3-propoxypiperidine-1-carboxylateHCID 8664860399.2%

Reaction Steps

The same operation as in Example (103a) was performed using tert-butyl cis(±)-4-amino-3-propoxypiperidine-1-carboxylate obtained in Example (113d) (3.41 g, 13.2 mmol), sodium bicarbonate (1.26 g, 15 mmol), 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 5.14 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-ea09d5d0a88741d098d52c27be019292
Source noteuspto-grants-2015_01