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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877951Generated: October 29, 2026

Butylamine → N-butyl-2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetamide

https://huagongshe.com/reaction/877951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
Reactanttert-Butyl 2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonateHCID 9816650—
SolventMethanolHCID 887—
ProductN-butyl-2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetamideHCID 53339170—

Reaction Conditions

Temperature65 °C

Reaction Steps

Mixture of tert-butyl 2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (50 grams), methanol (300 ml) and n-butyl amine (200 ml) was heated to 60-70° C. under nitrogen pressure and stirred. After the completion of the reaction, distilled off the reaction mixture completely followed by co-distillation with methylene chloride at below 55° C. Methylene chloride (500 ml) was added to the obtained residue at 25-30° C. and stirred for 15 minutes. The unwanted solid was filtered off and the filtrate was distilled off under reduced pressure to get the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987444B2
Source datasetuspto-grants-2015_03
ORD IDord-d2d5b4cdaaf74778a8698f5a8416efec
Source noteuspto-grants-2015_03