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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722269Generated: November 1, 2026

Water → Boc-1(S)-Cyclohexylmethyl-2(R,S)-hydroxy-4-(2-pyridyl)butylamine

https://huagongshe.com/reaction/1722269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-MethylpyridineHCID 7975—
ReactantBoc-2-cyclohexyl-1(S)-oxiran-2(R,S)-ylethylamineHCID 13892786—
SolventTetrahydrofuranHCID 8028—
ProductBoc-1(S)-Cyclohexylmethyl-2(R,S)-hydroxy-4-(2-pyridyl)butylamineHCID 131716032—

Reaction Steps

220 μl of 2-picoline (2 eq) are deprotonated in analogy to Example (6c). Then 300 mg of Boc-2-cyclohexyl-1(S)-oxiran-2(R,S)-ylethylamine in THF are added dropwise at -60° C. After 1 h, H2O is added, and the mixture is extracted 3 times with EA. The organic phases are dried with Na2 so4 and then concentrated, and the title compound is isolated by chromatography on SiO2 with EA/H 2:1 as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04855286
Source datasetuspto-grants-1989_08
ORD IDord-0543f17795374bdb91ec108d7f074f8b
Source noteuspto-grants-1989_08