Continuous photochemical cleavage of linkers for solid-phase synthesis

Mattan Hurevich; Jeyakumar Kandasamy; Bopanna M. Ponnappa; Mayeul Collot; Daniel Kopetzki; D. Tyler McQuade; Peter H. Seeberger

doi:10.1021/ol500530q

Continuous photochemical cleavage of linkers for solid-phase synthesis

Mattan Hurevich, Jeyakumar Kandasamy, Bopanna M. Ponnappa, Mayeul Collot, Daniel Kopetzki, D. Tyler McQuade, Peter H. Seeberger^*

^*Corresponding author for this work

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

26 Scopus citations

Abstract

Photolabile linkers are an attractive alternative for solid-phase synthesis because they can be cleaved using light. However, irradiation in a classical batch photoreactor results in incomplete cleavage of the photolabile linkers. It is demonstrated that a continuous flow photoreactor is superior to a batch photoreactor for the cleavage of a linker from polystyrene resin.

Original language	English
Pages (from-to)	1794-1797
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	6
DOIs	https://doi.org/10.1021/ol500530q
State	Published - 21 Mar 2014
Externally published	Yes

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10.1021/ol500530q

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title = "Continuous photochemical cleavage of linkers for solid-phase synthesis",

abstract = "Photolabile linkers are an attractive alternative for solid-phase synthesis because they can be cleaved using light. However, irradiation in a classical batch photoreactor results in incomplete cleavage of the photolabile linkers. It is demonstrated that a continuous flow photoreactor is superior to a batch photoreactor for the cleavage of a linker from polystyrene resin.",

author = "Mattan Hurevich and Jeyakumar Kandasamy and Ponnappa, \{Bopanna M.\} and Mayeul Collot and Daniel Kopetzki and McQuade, \{D. Tyler\} and Seeberger, \{Peter H.\}",

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AU - Hurevich, Mattan

AU - Kandasamy, Jeyakumar

AU - Ponnappa, Bopanna M.

AU - Collot, Mayeul

AU - Kopetzki, Daniel

AU - McQuade, D. Tyler

AU - Seeberger, Peter H.

PY - 2014/3/21

Y1 - 2014/3/21

N2 - Photolabile linkers are an attractive alternative for solid-phase synthesis because they can be cleaved using light. However, irradiation in a classical batch photoreactor results in incomplete cleavage of the photolabile linkers. It is demonstrated that a continuous flow photoreactor is superior to a batch photoreactor for the cleavage of a linker from polystyrene resin.

AB - Photolabile linkers are an attractive alternative for solid-phase synthesis because they can be cleaved using light. However, irradiation in a classical batch photoreactor results in incomplete cleavage of the photolabile linkers. It is demonstrated that a continuous flow photoreactor is superior to a batch photoreactor for the cleavage of a linker from polystyrene resin.

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VL - 16

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JO - Organic Letters

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Continuous photochemical cleavage of linkers for solid-phase synthesis

Abstract

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