Synthesis of conformationally constrained lysine analogues

Rakesh Ganorkar; Amarnath Natarajan; Ahmed Mamai; José S. Madalengoitia

doi:10.1021/jo060210f

Synthesis of conformationally constrained lysine analogues

Rakesh Ganorkar, Amarnath Natarajan, Ahmed Mamai, José S. Madalengoitia

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

14 Scopus citations

Abstract

The synthesis of two conformationally constrained lysine analogues is reported. The synthesis of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the known tricycle 3 in eight steps. The synthesis of the analogue 2 is accomplished in eight steps from 4-hydroxy proline. Both analogues are synthesized appropriately protected for Fmoc/Boc solid-phase peptide synthesis.

Original language	English (US)
Pages (from-to)	5004-5007
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	71
Issue number	13
DOIs	https://doi.org/10.1021/jo060210f
State	Published - Jun 23 2006
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo060210f

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title = "Synthesis of conformationally constrained lysine analogues",

abstract = "The synthesis of two conformationally constrained lysine analogues is reported. The synthesis of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the known tricycle 3 in eight steps. The synthesis of the analogue 2 is accomplished in eight steps from 4-hydroxy proline. Both analogues are synthesized appropriately protected for Fmoc/Boc solid-phase peptide synthesis.",

author = "Rakesh Ganorkar and Amarnath Natarajan and Ahmed Mamai and Madalengoitia, {Jos{\'e} S.}",

year = "2006",

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doi = "10.1021/jo060210f",

language = "English (US)",

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journal = "Journal of Organic Chemistry",

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AU - Ganorkar, Rakesh

AU - Natarajan, Amarnath

AU - Mamai, Ahmed

AU - Madalengoitia, José S.

PY - 2006/6/23

Y1 - 2006/6/23

N2 - The synthesis of two conformationally constrained lysine analogues is reported. The synthesis of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the known tricycle 3 in eight steps. The synthesis of the analogue 2 is accomplished in eight steps from 4-hydroxy proline. Both analogues are synthesized appropriately protected for Fmoc/Boc solid-phase peptide synthesis.

AB - The synthesis of two conformationally constrained lysine analogues is reported. The synthesis of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the known tricycle 3 in eight steps. The synthesis of the analogue 2 is accomplished in eight steps from 4-hydroxy proline. Both analogues are synthesized appropriately protected for Fmoc/Boc solid-phase peptide synthesis.

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JO - Journal of Organic Chemistry

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Synthesis of conformationally constrained lysine analogues

Abstract

ASJC Scopus subject areas

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