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

27 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

Access to Document

10.1021/ol500530q

Cite this

@article{a4400fce196548c0bbc3c3641fed47e4,

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.\}",

year = "2014",

month = mar,

day = "21",

doi = "10.1021/ol500530q",

language = "אנגלית",

volume = "16",

pages = "1794--1797",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Continuous photochemical cleavage of linkers for solid-phase synthesis

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.

UR - https://www.scopus.com/pages/publications/84896990234

U2 - 10.1021/ol500530q

DO - 10.1021/ol500530q

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:84896990234

SN - 1523-7060

VL - 16

SP - 1794

EP - 1797

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Continuous photochemical cleavage of linkers for solid-phase synthesis

Abstract

Access to Document

Other files and links

Fingerprint

Cite this