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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857182Generated: October 26, 2026

Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate → tert-Butyl 5-[(2S)-3-(4-cyanophenoxy)-2-hydroxypropyl]hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

https://huagongshe.com/reaction/857182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylateHCID 4142526—
Reactant(S)-4-(Oxiran-2-ylmethoxy)benzonitrileHCID 6934187—
SolventIsopropanolHCID 3776—
Producttert-Butyl 5-[(2S)-3-(4-cyanophenoxy)-2-hydroxypropyl]hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylateHCID 69662614—

Reaction Conditions

Temperature60 °C

Reaction Steps

4-[(2S)-Oxiranylmethoxy]benzonitrile (4.36 g, 0.025 mol; prepared as described in International Patent Application WO 99/31100) and tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (6.2 g, 0.025 mol; see Preparation A above) were mixed in isopropanol and stirred at 60° C. overnight. The solvent was evaporated and the product was purified by flash chromatography on silica, eluting with ethyl acetate, 10% MeOH. This gave 1.2 g (88%) of the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144914B2
Source datasetuspto-grants-2006_12
ORD IDord-2036e5b00be548eb9b0770fa656cf707
Source noteuspto-grants-2006_12