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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279437Generated: October 30, 2026

Lithium hydroxide, monohydrate → (2S)-2-(((tert-butoxy)carbonyl)amino)hex-5-enoic acid

https://huagongshe.com/reaction/2279437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantBoc-L-Homoallylglycine Methyl esterHCID 10444455—
SolventOxolane--water (1/1)HCID 21881883—
Product(2S)-2-(((tert-butoxy)carbonyl)amino)hex-5-enoic acidHCID 2076522089.4%

Reaction Steps

In a solution of THF/H2O (1:1, 35 mL) containing the product (IX) (1 g, 4.1 mmol) LiOH.H2O (432 mg, 10.3 mmol) is added in one portion. The mixture is stirred for 1 h at room temperature. The solvent is then evaporated and then a 5% H3PO4 solution in water is added until a pH=3 is obtained. The product is then extracted with EtOAc, dried (MgSO4), and then evaporated. After purification, the product (X) (840 mg, 89%) is isolated as a colorless lacquer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133237B2
Source datasetuspto-grants-2015_09
ORD IDord-96bc754f3c5746998292374e0b8d2842
Source noteuspto-grants-2015_09