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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1511849Generated: November 1, 2026

L-Tartaric acid → L-Tartaric acid

https://huagongshe.com/reaction/1511849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Tartaric acidHCID 444305—
Reactant(1R,3R)-methyl 1-amino-3-(4-(6-methoxyhex-1-ynyl)phenyl)cyclopentanecarboxylateHCID 57554672—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
ProductL-Tartaric acidHCID 444305100%
Product(1R,3R)-methyl 1-amino-3-(4-(6-methoxyhexyl)phenyl)cyclopentanecarboxylateHCID 57554704—

Reaction Steps

To a slurry of palladium hydroxide on carbon (1.867 g, 2.66 mmol) in MeOH (250 mL) was added a solution of (1R,3R)-methyl 1-amino-3-(4-(6-methoxyhex-1-ynyl)phenyl)cyclopentanecarboxylate, L-tartaric Acid 2 (25.5 g, 53.2 mmol) in MeOH (50 mL). The reaction mixture was purged with hydrogen and an atmosphere of hydrogen was maintained via balloon. After about 15 hours the reaction mixture was filtered through Celite® and concentrated in vacuo to provide (1R,3R)-methyl 1-amino-3-(4-(6-methoxyhexyl)phenyl)cyclopentanecarboxylate, L-tartaric acid 2 (25.6 g, 52.9 mmol, 100% yield) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217027B2
Source datasetuspto-grants-2012_07
ORD IDord-a4c3336a5e7949678e36927f39e790c4
Source noteuspto-grants-2012_07