p-Nitromandelic acid as a highly acid-stable safety-catch linker for solid-phase synthesis of peptide and depsipeptide acids

Albert Isidro-Llobet; Mercedes Alvarez; Klaus Burger; Jan Spengler; Fernando Albericio

doi:10.1021/ol063148h

p-Nitromandelic acid as a highly acid-stable safety-catch linker for solid-phase synthesis of peptide and depsipeptide acids

Albert Isidro-Llobet, Mercedes Alvarez, Klaus Burger, Jan Spengler, Fernando Albericio

Producción científica: Contribución a una revista › Artículo › revisión exhaustiva

11 Citas (Scopus)

Resumen

Equation presented p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. This linker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group was reduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemes were obtained by microwave irradiation at 50°C with 5% TFA in dioxane.

Idioma original	Inglés
Páginas (desde-hasta)	1429-1432
Número de páginas	4
Publicación	Organic Letters
Volumen	9
N.º	8
DOI	https://doi.org/10.1021/ol063148h
Estado	Publicada - 12 abr. 2007
Publicado de forma externa	Sí

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title = "p-Nitromandelic acid as a highly acid-stable safety-catch linker for solid-phase synthesis of peptide and depsipeptide acids",

abstract = "Equation presented p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. This linker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group was reduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemes were obtained by microwave irradiation at 50°C with 5% TFA in dioxane.",

author = "Albert Isidro-Llobet and Mercedes Alvarez and Klaus Burger and Jan Spengler and Fernando Albericio",

year = "2007",

month = apr,

day = "12",

doi = "10.1021/ol063148h",

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T1 - p-Nitromandelic acid as a highly acid-stable safety-catch linker for solid-phase synthesis of peptide and depsipeptide acids

AU - Isidro-Llobet, Albert

AU - Alvarez, Mercedes

AU - Burger, Klaus

AU - Spengler, Jan

AU - Albericio, Fernando

PY - 2007/4/12

Y1 - 2007/4/12

N2 - Equation presented p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. This linker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group was reduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemes were obtained by microwave irradiation at 50°C with 5% TFA in dioxane.

AB - Equation presented p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. This linker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group was reduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemes were obtained by microwave irradiation at 50°C with 5% TFA in dioxane.

UR - http://www.scopus.com/inward/record.url?scp=34247540455&partnerID=8YFLogxK

U2 - 10.1021/ol063148h

DO - 10.1021/ol063148h

M3 - Artículo

C2 - 17367151

AN - SCOPUS:34247540455

SN - 1523-7060

VL - 9

SP - 1429

EP - 1432

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

p-Nitromandelic acid as a highly acid-stable safety-catch linker for solid-phase synthesis of peptide and depsipeptide acids

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