Title:
METHOD FOR PRODUCING FMOC-PROTECTED AMINO GROUP-CONTAINING COMPOUND
Document Type and Number:
WIPO Patent Application WO/2023/033015
Kind Code:
A1
Abstract:
Provided is a method for producing a Fmoc-protected amino group-containing compound, wherein a raw material amino group-containing compound is not wasted, by-production of Fmoc-β-Ala-OH is suppressed, and the purification of a target substance is facilitated. The present invention relates to a method for producing a Fmoc-protected amino group-containing compound in which an amino group of a compound having the amino group is Fmoc-modified using Fmoc-OSu, the method being characterized in that amines different from the amino group-containing compound of the raw material are added to a reaction system.
Inventors:
YANO SHINYA (JP)
MATSUMOTO SUGURU (JP)
MATSUMOTO SUGURU (JP)
Application Number:
PCT/JP2022/032698
Publication Date:
March 09, 2023
Filing Date:
August 31, 2022
Export Citation:
Assignee:
SEKISUI MEDICAL CO LTD (JP)
International Classes:
C07C269/04; C07C271/22; C07C277/08; C07C279/14; C07K1/06
Other References:
WEI PING, CHENG YONG, YAN XIAOLIN, YE WEIBIN, LAN XIANGNA, WANG LINA, SUN JINGJIE, YU ZHIYANG, LUO GUANGFU, YANG YONG, RUMMELI MAR: "Mechanistic Probing of Encapsulation and Confined Growth of Lithium Crystals in Carbonaceous Nanotubes", ADVANCED MATERIALS, VCH PUBLISHERS, DE, vol. 33, no. 51, 1 December 2021 (2021-12-01), DE , pages 2105228, XP093042023, ISSN: 0935-9648, DOI: 10.1002/adma.202105228
OBKIRCHER MARKUS, STÄHELIN CHRISTIAN, DICK FRITZ: "Formation of Fmoc–β-alanine during Fmoc-protections with Fmoc–OSu", JOURNAL OF PEPTIDE SIENCE, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 14, no. 6, 1 June 2008 (2008-06-01), Hoboken, USA, pages 763 - 766, XP093042094, ISSN: 1075-2617, DOI: 10.1002/psc.1001
SHU LIANHE, WANG PING: "Synthesis of Enantiopure Fmoc-α-Methylvaline", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 12, no. 2, 1 March 2008 (2008-03-01), US , pages 298 - 300, XP093042095, ISSN: 1083-6160, DOI: 10.1021/op700286u
RAYMOND BEHRENDT, PETER WHITE, JOHN OFFER: "Advances in Fmoc solid-phase peptide synthesis : Advances in Fmoc Solid-Phase Peptide Synthesis", JOURNAL OF PEPTIDE SIENCE, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 22, no. 1, 1 January 2016 (2016-01-01), Hoboken, USA, pages 4 - 27, XP055554732, ISSN: 1075-2617, DOI: 10.1002/psc.2836
KUMAR ASHISH, SHARMA ANAMIKA, HAIMOV ELVIRA, EL-FAHAM AYMAN, DE LA TORRE BEATRIZ G., ALBERICIO FERNANDO: "Fmoc-Amox, A Suitable Reagent for the Introduction of Fmoc", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 21, no. 10, 20 October 2017 (2017-10-20), US , pages 1533 - 1541, XP093042098, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.7b00199
OBKIRCHER MARKUS, STÄHELIN CHRISTIAN, DICK FRITZ: "Formation of Fmoc–β-alanine during Fmoc-protections with Fmoc–OSu", JOURNAL OF PEPTIDE SIENCE, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 14, no. 6, 1 June 2008 (2008-06-01), Hoboken, USA, pages 763 - 766, XP093042094, ISSN: 1075-2617, DOI: 10.1002/psc.1001
SHU LIANHE, WANG PING: "Synthesis of Enantiopure Fmoc-α-Methylvaline", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 12, no. 2, 1 March 2008 (2008-03-01), US , pages 298 - 300, XP093042095, ISSN: 1083-6160, DOI: 10.1021/op700286u
RAYMOND BEHRENDT, PETER WHITE, JOHN OFFER: "Advances in Fmoc solid-phase peptide synthesis : Advances in Fmoc Solid-Phase Peptide Synthesis", JOURNAL OF PEPTIDE SIENCE, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 22, no. 1, 1 January 2016 (2016-01-01), Hoboken, USA, pages 4 - 27, XP055554732, ISSN: 1075-2617, DOI: 10.1002/psc.2836
KUMAR ASHISH, SHARMA ANAMIKA, HAIMOV ELVIRA, EL-FAHAM AYMAN, DE LA TORRE BEATRIZ G., ALBERICIO FERNANDO: "Fmoc-Amox, A Suitable Reagent for the Introduction of Fmoc", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 21, no. 10, 20 October 2017 (2017-10-20), US , pages 1533 - 1541, XP093042098, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.7b00199
Attorney, Agent or Firm:
ARUGA PATENT OFFICE (JP)
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