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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69911Generated: October 29, 2026

Diisopropylethylamine → HCID 86656441, compound

https://huagongshe.com/reaction/69911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyl succinimido carbonateHCID 83172—
ReactantHCID 71601477HCID 71601477—
SolventDichloromethaneHCID 6344—
ProductHCID 86656441HCID 8665644199%

Reaction Steps

To a solution of cis-(+/−)-5-(tert-butoxycarbonylamino)piperidine-3-carboxylic acid (1.0 eq.) in dichloromethane (0.2 M) was added DIEA (1.1 eq.), followed by N-(benzyloxycarbonyloxy)succinimide (1.0 eq.); the reaction was stirred at r.t. overnight. The solvent was removed under reduced pressure. To the crude was added EtOAc and 1N HCl. After extraction, the organic layer was washed with brine, dried and filtered, and concentrated to yield cis-(+/−)-1-(benzyloxycarbonyl)-5-(tert-butoxycarbonylamino)piperidine-3-carboxylic acid (99% yield) LCMS (m/z): 379.2 (MH+); LC Rt=3.55 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822497B2
Source datasetuspto-grants-2014_09
ORD IDord-48002924cb2a4f9fab865d979b221acd
Source noteuspto-grants-2014_09