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US 6,855,822 B2Granted
Benzo[b]furan dimers
AssigneeVivoQuest, Inc.
InventorsYun Liao, Reza Fathi, Zhen Yang
Life of this patent
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Abstract
Benzo[b]furan dimers and processes for their preparation are provided. The invention provides a synthetic process for the preparation of benzo[b]furan dimer using mild reaction conditions, which provides a high substituent tolerance and is appropriate for use in solid phase syntheses for producing a library of benzo[b]furan dimers for biological screening.
Claims3
A compound of the formula I
- wherein
- L is selected from —(CH2)a—, and a group of the formula
- —B—A—B—
- wherein a is selected from 2-20,
- B is —(CH2)b—, —(CH2)c—O—(CH2)d—, or
- and
- A is selected from a group of the formula
- wherein R4 is selected from halogen, lower alkyl, lower alkoxy, NO2, and —NRR,
- D and E are independently selected from O, S, Se, CRR and NR,
- b is selected from 1-10,
- c is selected from 1-8,
- d is selected from 1-8,
- e is selected from 0-4;
- f is selected from 0-3, and
- R is selected from H, lower alkyl, aralkyl and aryl;
- X is selected from O, or —NH—;
- R1 is selected from
- a C1-C20 alkyl which may be unsubstituted or substituted with one or more substituents selected from CN, halogen, lower alkoxy, thio-lower alkyl, nitro, phosphinos, phosphates, and protected amino;
- a C1-C20 alkenyl which may be unsubstituted or substituted with one or more substituents selected from CN, halogen, lower alkoxy, thio-lower alkyl, nitro, phosphinos, phosphates, and protected amino;
- an aromatic group which may be unsubstituted or substituted with one or more substituents
- selected from halogen, lower alkyl, lower alkoxy, thio-lower alkyl, nitro, phosphinos, phosphates, and protected amino;
- and
- an aralkyl which may be unsubstituted or substituted with one or more substituents selected
- from halogen, lower alkyl, lower alkoxy, thio-lower alkyl, nitro, phosphinos, phosphates, and protected amino;
- R2 is selected from halogen, hydroxy, CN, nitro, lower alkyl, lower alkoxy, thio-lower alkyl, lower alkenyl, cycloalkyl, C2-C8 acyl, lower alkyl ester, and lower alkyl amide;
- R3 is a group of the formula
- —(CH2)p—Yq—(CH2)r—Zs—(CH2)t—R5
- wherein Y and Z are independently selected from O, S, —OCH2CH2O—,
- p, r and t are independently selected from values from 0 to 10;
- q and s are independently selected from 0 and 1, provided that when t=0 then s=0, and when r=0 then q=0;
- and
- R5 is selected from OH, CO2H,
- n is selected from 0-4;
- and
- m is 0 or 1, with the proviso that the sum of n plus m does not exceed 4.
32 more elements
Dependencies are inferred from the claim text.