Synthesis of (S,R,R,R)-α,α′-iminobis(methylene)bis(6- fluoro-3H,4H-dihydro-2H-1-benzopyran-2-methanol)

Nai Xing Wang; An Guang Yu; Gui Xia Wang; Xiu Hui Zhang; Qian Shu Li; Zhen Li

doi:10.1055/s-2007-965993

Synthesis of (S,R,R,R)-α,α′-iminobis(methylene)bis(6- fluoro-3H,4H-dihydro-2H-1-benzopyran-2-methanol)

Nai Xing Wang^*, An Guang Yu, Gui Xia Wang, Xiu Hui Zhang, Qian Shu Li, Zhen Li

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

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

14 Citations (Scopus)

Abstract

The β₁-adrenergic antagonist (S,R,R,R)-α, α′-iminobis(methylene)bis(6-fluoro-3H,4H-dihydro-2H-1-benzopyran-2- methanol) was synthesized from natural chiral pool starting materials through an efficient, convergent synthetic strategy. The cyclization mechanism of the key step was investigated using computer modeling and is discussed.

Original language	English
Pages (from-to)	1154-1158
Number of pages	5
Journal	Synthesis
Issue number	8
DOIs	https://doi.org/10.1055/s-2007-965993
Publication status	Published - 18 Apr 2007

Keywords

(S,R,R,R)-nebivolol
Chiral pool
Cyclization
Synthesis design

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10.1055/s-2007-965993

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@article{13951cc056da4a40954aa4c7d0ef5fa3,

title = "Synthesis of (S,R,R,R)-α,α′-iminobis(methylene)bis(6- fluoro-3H,4H-dihydro-2H-1-benzopyran-2-methanol)",

abstract = "The β1-adrenergic antagonist (S,R,R,R)-α, α′-iminobis(methylene)bis(6-fluoro-3H,4H-dihydro-2H-1-benzopyran-2- methanol) was synthesized from natural chiral pool starting materials through an efficient, convergent synthetic strategy. The cyclization mechanism of the key step was investigated using computer modeling and is discussed.",

keywords = "(S,R,R,R)-nebivolol, Chiral pool, Cyclization, Synthesis design",

author = "Wang, {Nai Xing} and Yu, {An Guang} and Wang, {Gui Xia} and Zhang, {Xiu Hui} and Li, {Qian Shu} and Zhen Li",

year = "2007",

month = apr,

day = "18",

doi = "10.1055/s-2007-965993",

language = "English",

pages = "1154--1158",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "8",

}

TY - JOUR

T1 - Synthesis of (S,R,R,R)-α,α′-iminobis(methylene)bis(6- fluoro-3H,4H-dihydro-2H-1-benzopyran-2-methanol)

AU - Wang, Nai Xing

AU - Yu, An Guang

AU - Wang, Gui Xia

AU - Zhang, Xiu Hui

AU - Li, Qian Shu

AU - Li, Zhen

PY - 2007/4/18

Y1 - 2007/4/18

N2 - The β1-adrenergic antagonist (S,R,R,R)-α, α′-iminobis(methylene)bis(6-fluoro-3H,4H-dihydro-2H-1-benzopyran-2- methanol) was synthesized from natural chiral pool starting materials through an efficient, convergent synthetic strategy. The cyclization mechanism of the key step was investigated using computer modeling and is discussed.

AB - The β1-adrenergic antagonist (S,R,R,R)-α, α′-iminobis(methylene)bis(6-fluoro-3H,4H-dihydro-2H-1-benzopyran-2- methanol) was synthesized from natural chiral pool starting materials through an efficient, convergent synthetic strategy. The cyclization mechanism of the key step was investigated using computer modeling and is discussed.

KW - (S,R,R,R)-nebivolol

KW - Chiral pool

KW - Cyclization

KW - Synthesis design

UR - http://www.scopus.com/inward/record.url?scp=34247629154&partnerID=8YFLogxK

U2 - 10.1055/s-2007-965993

DO - 10.1055/s-2007-965993

M3 - Article

AN - SCOPUS:34247629154

SN - 0039-7881

SP - 1154

EP - 1158

JO - Synthesis

JF - Synthesis

IS - 8

ER -

Synthesis of (S,R,R,R)-α,α′-iminobis(methylene)bis(6- fluoro-3H,4H-dihydro-2H-1-benzopyran-2-methanol)

Abstract

Keywords

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