HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659823Generated: October 30, 2026
Lithium hydroxide, monohydrate → L-Valine, 3-methyl-N-[[[(1R,2R)-2-(4-penten-1-yl)cyclopropyl]oxy]carbonyl]-
https://huagongshe.com/reaction/659823
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | L-Valine,3-methyl-N-[[[(1R,2R)-2-(4-penten-1-yl)cyclopropyl]oxy]carbonyl]-,methyl ester | HCID 59287267 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | L-Valine, 3-methyl-N-[[[(1R,2R)-2-(4-penten-1-yl)cyclopropyl]oxy]carbonyl]- | HCID 59287076 | 98% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08080654B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-ca269026d3d5484fa82d96005a14e377 |
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| Source note | uspto-grants-2011_12 |
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