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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705714Generated: October 31, 2026

Methanol → tert-Butyl (1R,3S,6S)-3-(hydroxymethyl)-2-azabicyclo[4.1.0]heptane-2-carboxylate

https://huagongshe.com/reaction/705714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant(1R,3S,6S)-2-(tert-butoxycarbonyl)-2-azabicyclo[4.1.0]heptane-3-carboxylic acidHCID 89872562—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl (1R,3S,6S)-3-(hydroxymethyl)-2-azabicyclo[4.1.0]heptane-2-carboxylateHCID 89872603—

Reaction Steps

To a solution of D5 (11 g, 45.6 mmol) in THF (350 mL) cooled at 0° C., BH3 1M in THF (90 mL, 90 mmol) was added and the mixture was stirred at room temperature for 2 hours. Methanol (50 mL) was added; this solution was concentrated and co-evaporated twice from methanol to give the title compound. Yield (11 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174977B2
Source datasetuspto-grants-2015_11
ORD IDord-4089039aaccb46c68cc151624d3004ee
Source noteuspto-grants-2015_11