Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848437Generated: October 30, 2026

Sulfuric acid magnesium salt (1:1) → tert-Butyl 3-methyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

https://huagongshe.com/reaction/1848437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-Tert-butyl 4-methyl 4-(2-oxopropyl)piperidine-1,4-dicarboxylateHCID 86709444—
SolventMethanolHCID 887—
Producttert-Butyl 3-methyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylateHCID 86709445—

Reaction Conditions

Temperature80 °C

Reaction Steps

1-tert-Butyl 4-methyl 4-(2-oxopropyl)piperidine-1,4-dicarboxylate (1.15 g, 3.84 mmol) in methanol (25 mL) was treated with ammonium acetate (3.85 g, 49.9 mmol), sodium cyanoborohydride (0.681 g, 10.83 mmol) and magnesium sulfate (2.54 g, 21.1 mmol). The mixture was heated at 80° C. in a sealed tube for 12 hours. The reaction mixture was filtered through a pad of CELITE® and the filter cake was washed with methanol. The filtrates were then concentrated and the residue was purified by column chromatography eluting with 0-10% methanol/ethyl acetate to afford the title compound. LC-MS (IE, m/z): 291.27 (M+23)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952166B2
Source datasetuspto-grants-2015_02
ORD IDord-8fc7721cb93d49b0bee16f98c20099e1
Source noteuspto-grants-2015_02