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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592102Generated: October 27, 2026

Benzyl 3-(2-methoxy-1-(phenylamino)ethylidene)-2-oxopyrrolidine-1-carboxylate → (3aR,4R,9bR)-benzyl 4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylate

https://huagongshe.com/reaction/592102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 3-(2-methoxy-1-(phenylamino)ethylidene)-2-oxopyrrolidine-1-carboxylateHCID 131734548—
Reactant(3aS,4S,9bS)-benzyl 4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylateHCID 131734549—
Product(3aR,4R,9bR)-benzyl 4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylateHCID 117841166—

Reaction Steps

In the same manner as in Reference Example 37 except that (2R,4R)-ptbp-skewphos was used as an asymmetric ligand instead of (2S,4S)-skewphos, benzyl 3-(2-methoxy-1-(phenylamino)ethylidene)-2-oxopyrrolidine-1-carboxylate was hydrogenated, and area percentage of the resultant product, (3aS,4S,9bS)-benzyl 4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylate, was determined by high performance liquid chromatography to find production at an area percentage of 60%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238667B2
Source datasetuspto-grants-2016_01
ORD IDord-f6ea655dc4664548981e40e4027b4817
Source noteuspto-grants-2016_01