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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338097Generated: October 29, 2026

tert-Butyl 6a-phenyl-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole-5-carboxylate → tert-Butyl 3-amino-4-(hydroxymethyl)-3-phenyl-pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/338097

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 6a-phenyl-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole-5-carboxylateHCID 86697908—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Producttert-Butyl 3-amino-4-(hydroxymethyl)-3-phenyl-pyrrolidine-1-carboxylateHCID 86697911117%

Reaction Steps

tert-Butyl 6a-phenyl-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole-5-carboxylate (142 mg, 489.04 mmol) is dissolved in methanol (10 mL). The solution is put through a flow hydrogenator with the Raney/Ni catalyst bed at 1 atmosphere H2 pressure and at 20° C., with a flow rate of 1 mL/min. Wash the bed with 10 mL more of MeOH after all the original solution has passed through. Remove the solvent under reduced pressure to obtain the title compound as a clear oil (168 mg, 117%) EI/MS (m/e): 293.3 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889856B2
Source datasetuspto-grants-2014_11
ORD IDord-bc9327dd18b5407ea4f6e8e40651cc15
Source noteuspto-grants-2014_11