Enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]-ethanol analogues as potential antiviral agents

Lakshmi B. Akella; Robert Vince

doi:10.1016/0040-4020(96)00412-7

Enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]-ethanol analogues as potential antiviral agents

Lakshmi B. Akella, Robert Vince

Center for Drug Design

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

The enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]ethanol analogues is described. (1R,5R)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4a and (1S,5S)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4b were coupled with 6-chloropurine and 2-amino-6-chloropurine using Mitsunobu reaction conditions. Compounds 6a & b, 7a & b, 8a & b, 9a & b, and 10a & b were tested for antiviral activity.

Original language	English (US)
Pages (from-to)	8407-8412
Number of pages	6
Journal	Tetrahedron
Volume	52
Issue number	25
DOIs	https://doi.org/10.1016/0040-4020(96)00412-7
State	Published - Jun 1996

Publisher link

10.1016/0040-4020(96)00412-7

Find It

Find It at U of M Libraries

Cite this

@article{2fcf3511acd843488543be65d96d59a3,

title = "Enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]-ethanol analogues as potential antiviral agents",

abstract = "The enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]ethanol analogues is described. (1R,5R)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4a and (1S,5S)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4b were coupled with 6-chloropurine and 2-amino-6-chloropurine using Mitsunobu reaction conditions. Compounds 6a & b, 7a & b, 8a & b, 9a & b, and 10a & b were tested for antiviral activity.",

author = "Akella, {Lakshmi B.} and Robert Vince",

year = "1996",

month = jun,

doi = "10.1016/0040-4020(96)00412-7",

language = "English (US)",

volume = "52",

pages = "8407--8412",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "25",

}

TY - JOUR

T1 - Enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]-ethanol analogues as potential antiviral agents

AU - Akella, Lakshmi B.

AU - Vince, Robert

PY - 1996/6

Y1 - 1996/6

N2 - The enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]ethanol analogues is described. (1R,5R)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4a and (1S,5S)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4b were coupled with 6-chloropurine and 2-amino-6-chloropurine using Mitsunobu reaction conditions. Compounds 6a & b, 7a & b, 8a & b, 9a & b, and 10a & b were tested for antiviral activity.

AB - The enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]ethanol analogues is described. (1R,5R)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4a and (1S,5S)-[1-(tert-butyldimethylsilyloxy)ethyl]-2-cyclopenten-5-ol 4b were coupled with 6-chloropurine and 2-amino-6-chloropurine using Mitsunobu reaction conditions. Compounds 6a & b, 7a & b, 8a & b, 9a & b, and 10a & b were tested for antiviral activity.

UR - http://www.scopus.com/inward/record.url?scp=0029937339&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0029937339&partnerID=8YFLogxK

U2 - 10.1016/0040-4020(96)00412-7

DO - 10.1016/0040-4020(96)00412-7

M3 - Article

AN - SCOPUS:0029937339

SN - 0040-4020

VL - 52

SP - 8407

EP - 8412

JO - Tetrahedron

JF - Tetrahedron

IS - 25

ER -

Enantioselective synthesis of 2-[5-(9H-purin-9-yl)-2-cyclopenten-1-yl]-ethanol analogues as potential antiviral agents

Abstract

Publisher link

Find It

Other files and links

Fingerprint

Cite this