US 6,310,221 B1 · Methods for synthesis of substituted tetrahydrofuran compound

Methods for synthesis of substituted tetrahydrofuran compound

AssigneeMillennium Pharmaceuticals, Inc.

InventorsMukund Shankar Chorghade, Mukund Keshao Gurjar, Palakodety Radha Krishna, Sista Venkata Sai Lalitha, Kashinath Sadalapure, Susanta Sekhar Adhikari, Andappan Murugaiah Subbaiah Murugaiah, Sunil Vyankatesh Mhaskar, Gangavaram Vasantha Madhava Sharma, Tangallapally Rajendra Prasad, Punna Sreenivas, Vavilala Goverdhan Reddy, Aminul Islam, Chittineni Hari Prasad, Alla Venkata Rama Rao

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Abstract

The invention includes inter alia new methods for preparation of the pharmaceutically active compound 2-(4-fluorophenoxymethyl)-5-(4-N-hydroxyureidyl-1-butynyl)-tetrahydrofuran and precursors thereof.

Claims68

Dependent claims

A method for preparing a 4-fluorophenoxymethyl-(hydroxy)-tetrahydrofuran, comprising:

a) reacting 4-fluorophenol and an epoxy compound to form an epoxy-phenyl ether;
b) reacting the epoxy-phenyl ether with an active methylene compound to form a lactone having five ring members;
and
c) reducing the lactone to provide the 4-fluorophenoxymethyl-(hydroxy)-tetrahydrofuran.

1 more element

Dependencies are inferred from the claim text.

Facts

Application

09/347,087Filed 2 Jul 1999 · us provisional application

Priority

3 Jul 1998

Granted

30 Oct 2001

Term ends

Not estimatedThe source records don’t support an estimate.

Classification4 codes

C07D 307/14
With substituted hydrocarbon radicals attached to ring carbon atoms: radicals substituted by nitrogen atoms not forming part of a nitro radical
C07D 307/12
With substituted hydrocarbon radicals attached to ring carbon atoms: radicals substituted by oxygen atoms
C07D 307/32
With hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals,…:…
C07D
Heterocyclic compounds