A facile total synthesis of ent-17β-estradiol and structurally related analogues

Zu Yun Cai; Douglas F. Covey

doi:10.1016/j.steroids.2006.12.007

A facile total synthesis of ent-17β-estradiol and structurally related analogues

Zu Yun Cai
, Douglas F. Covey

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

12 Scopus citations

Abstract

A facile six-step synthesis (15.2% yield) of ent-17β-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C₁₇ is also reported.

Original language	English
Pages (from-to)	351-359
Number of pages	9
Journal	Steroids
Volume	72
Issue number	4
DOIs	https://doi.org/10.1016/j.steroids.2006.12.007
State	Published - Apr 2007

Keywords

Antioxidants
Enantiomer
Ent-17β-estradiol
Estradiol analogues
Neuroprotectants

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10.1016/j.steroids.2006.12.007

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title = "A facile total synthesis of ent-17β-estradiol and structurally related analogues",

abstract = "A facile six-step synthesis (15.2\% yield) of ent-17β-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C17 is also reported.",

keywords = "Antioxidants, Enantiomer, Ent-17β-estradiol, Estradiol analogues, Neuroprotectants",

author = "Cai, \{Zu Yun\} and Covey, \{Douglas F.\}",

note = "Funding Information: This research was supported by a research grant from Apollo Biopharmaceutics, Inc., prior to its acquisition by MIGENIX Corp. and by NIH grant AG10485. ",

year = "2007",

month = apr,

doi = "10.1016/j.steroids.2006.12.007",

language = "English",

volume = "72",

pages = "351--359",

journal = "Steroids",

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number = "4",

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TY - JOUR

T1 - A facile total synthesis of ent-17β-estradiol and structurally related analogues

AU - Cai, Zu Yun

AU - Covey, Douglas F.

N1 - Funding Information: This research was supported by a research grant from Apollo Biopharmaceutics, Inc., prior to its acquisition by MIGENIX Corp. and by NIH grant AG10485.

PY - 2007/4

Y1 - 2007/4

N2 - A facile six-step synthesis (15.2% yield) of ent-17β-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C17 is also reported.

AB - A facile six-step synthesis (15.2% yield) of ent-17β-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C17 is also reported.

KW - Antioxidants

KW - Enantiomer

KW - Ent-17β-estradiol

KW - Estradiol analogues

KW - Neuroprotectants

UR - https://www.scopus.com/pages/publications/33947377107

U2 - 10.1016/j.steroids.2006.12.007

DO - 10.1016/j.steroids.2006.12.007

M3 - Article

C2 - 17257636

AN - SCOPUS:33947377107

SN - 0039-128X

VL - 72

SP - 351

EP - 359

JO - Steroids

JF - Steroids

IS - 4

ER -

A facile total synthesis of ent-17β-estradiol and structurally related analogues

Abstract

Keywords

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