Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008850Generated: October 31, 2026

Lithium hydroxide, monohydrate → L-Valine, 3-methyl-N-[[[(1R,2R)-2-(4-penten-1-yl)cyclopropyl]oxy]carbonyl]-

https://huagongshe.com/reaction/1008850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantL-Valine,3-methyl-N-[[[(1R,2R)-2-(4-penten-1-yl)cyclopropyl]oxy]carbonyl]-,methyl esterHCID 59287267—
SolventMethanol--water (1/1)HCID 22242641—
ProductL-Valine, 3-methyl-N-[[[(1R,2R)-2-(4-penten-1-yl)cyclopropyl]oxy]carbonyl]-HCID 5928707698%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution (0.1 M) of methyl 3-methyl-N-({[(1R,2R)-2-pent-4-en-1-ylcyclopropyl]oxy}carbonyl)-L-valinate in 2:1 mixture of MeOH/H2O was treated with LiOH.H2O (4 eq) and then heated at 60° C. for 4 h. The mixture was cooled and concentrated to half volume, then diluted with EtOAc and acidified with aqueous HCl (1 N). The organic layer was separated and washed with brine then dried. Removal of the volatiles afforded the title compound (98%) as an oil. MS (ES+) m/z 284 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973040B2
Source datasetuspto-grants-2011_07
ORD IDord-64d800bbd410487d8bd95329f9bca68a
Source noteuspto-grants-2011_07