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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20402Generated: October 26, 2026

HCID 68561777, compound → (2R,3S,5S)-2-(2,2-Dimethylpropoxy)-5-hydroxymethyl-3-methylmorpholine-4-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/20402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68561777HCID 68561777—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product(2R,3S,5S)-2-(2,2-Dimethylpropoxy)-5-hydroxymethyl-3-methylmorpholine-4-carboxylic acid tert-butyl esterHCID 6856353793.3%

Reaction Steps

Stir (2R,3S,5S)-5-benzyloxymethyl-2-(2,2-dimethylpropoxy)-3-methylmorpholine-4-carboxylic acid tert-butyl ester (0.65 g, 1.59 mmol) and 20% palladium hydroxide on carbon (0.65 g) in methanol (25 mL) under a hydrogen atmosphere at room temperature for 2 hours. Filter through Celite®, concentrate and purify (silica gel chromatography, eluting with 0:100 to 20:80 ethyl acetate:hexanes) to give the desired compound as an oil (471 mg 93.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745438B2
Source datasetuspto-grants-2010_06
ORD IDord-118dfd914ac040a6b292d60dad67639f
Source noteuspto-grants-2010_06