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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593985Generated: October 26, 2026

Lithium hydroxide, monohydrate → cis-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid

https://huagongshe.com/reaction/1593985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant(1R,2S)-Ethyl 2-((tert-butoxycarbonyl)amino)cyclohexanecarboxylateHCID 56595230—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Productcis-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acidHCID 151248793.1%

Reaction Steps

To 6.05 grams (22.3 mmol) of the ester of step 1 dissolved in 25 mL methanol was added 2.6 g (55.74 mmol) lithium hydroxide monohydrate dissolved in 10 mL water. The mixture was stirred for 48 hours, partitioned between ethyl acetate and 1 N HCl, dried over magnesium sulfate and concentrated to obtain 5.05 g of the crude (1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07300934B2
Source datasetuspto-grants-2007_11
ORD IDord-1a60637ecfbe41458c8e9c79125c24cf
Source noteuspto-grants-2007_11