Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971150Generated: October 27, 2026

1-Boc-5-Fluorospiro[indoline-3,4'-piperidine] → 1,1-Dimethylethyl 5-fluoro-1'-[2-hydroxy-2-(1-{[(phenylmethyl)oxy]carbonyl}-4-piperidinyl)ethyl]spiro[indole-3,4'-piperidine]-1(2H)-carboxylate

https://huagongshe.com/reaction/1971150

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Boc-5-Fluorospiro[indoline-3,4'-piperidine]HCID 49760960—
ReactantBenzyl 4-(oxiran-2-yl)piperidine-1-carboxylateHCID 59305139—
SolventEthanolHCID 702—
Product1,1-Dimethylethyl 5-fluoro-1'-[2-hydroxy-2-(1-{[(phenylmethyl)oxy]carbonyl}-4-piperidinyl)ethyl]spiro[indole-3,4'-piperidine]-1(2H)-carboxylateHCID 66938096—

Reaction Conditions

Temperature95 °C

Reaction Steps

Phenylmethyl 4-(2-oxiranyl)-1-piperidinecarboxylate (990 mg) was added to a solution of 1,1-dimethylethyl 5-fluorospiro[indole-3,4′-piperidine]-1(2H)-carboxylate (1.16 g) in EtOH (20 mL). The reaction was heated to 95° C. for 7 h and then stirred at room temperature overnight. The solvent was removed and the title compound was obtained as crude oil. MS (ES) m/e 568 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431590B2
Source datasetuspto-grants-2013_04
ORD IDord-7d07d99a542945aaa070962d1f2c6b1d
Source noteuspto-grants-2013_04