Synthesis of β3-amino acid and peptides from D-ribose

被引：1
|
作者：
Reddy, Karnekanti Rajender [1 ,2 ]
Sridhar, Gattu [1 ]
Sharma, Gangavaram V. M. [1 ]
机构：
[1] CSIR, Indian Inst Chem Technol, Organ & Biomol Chem Div, Hyderabad 500007, Telangana, India
[2] Govt Polytech, Warangal 506007, Telangana, India
来源：
SYNTHETIC COMMUNICATIONS | 2018年 / 48卷 / 12期
关键词：
Aza-Michael addition; <bold>D</bold>-ribo configuration; Wittig olefination; beta(3)-amino acid; beta(3)-peptides; BETA-AMINO ACID;
D O I：
10.1080/00397911.2018.1455213
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Synthesis of new (3)-amino acid, peptides and conformational analysis are reported from d-ribose, using Wittig olefination and Aza-Michael addition. [GRAPHICS] .
引用
收藏
页码：1487 / 1493
页数：7
相关论文
共 23 条
  • [1] Total synthesis of sapinofuranone A from D-ribose
    Nagarapu, Lingaiah
    Karnakanti, Shuklachary
    Bantu, Rajashaker
    TETRAHEDRON, 2012, 68 (29) : 5829 - 5832
  • [2] Synthesis of novel β2,2-amino acid from D-mannose and attempted synthesis of peptides from the amino acid
    Sridhar, Gattu
    Reddy, Karnekanti Rajender
    Sharma, Gangavaram V. M.
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2018, 37 (02) : 94 - 101
  • [3] Single β3-amino acid substitutions to MOG peptides suppress the development of experimental autoimmune encephalomyelitis
    McDonald, Courtney A.
    Payne, Natalie L.
    Sun, Guizhi
    Clayton, Daniel J.
    Del Borgo, Mark P.
    Aguilar, Marie-Isabel
    Perlmutter, Patrick
    Bernard, Claude C. A.
    JOURNAL OF NEUROIMMUNOLOGY, 2014, 277 (1-2) : 67 - 76
  • [4] Synthesis and conformational studies of α/β2,3-peptides derived from alternating β2,3-amino acids and L-Ala repeats
    Sharma, Gangavaram V. M.
    Sridhar, Tailor
    Veena, Bacchu
    Reddy, Pothula Purushotham
    Reddy, Sheri Venkata
    Bruneau, Christian
    Kunwar, Ajit C.
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (05) : 3295 - 3309
  • [5] Synthesis of sugar β-amino acid containing homooligomeric cyclic peptides
    Andreini, Manuel
    Taillefumier, Claude
    Fernette, Brigitte
    Chapleur, Yves
    LETTERS IN ORGANIC CHEMISTRY, 2008, 5 (05) : 360 - 364
  • [6] Organocatalytic Enantioselective Mukaiyama-Mannich Reaction of Isatin-Derived Ketimines for the Synthesis of Oxindolyl-β3, 3-Amino Acid Esters
    Hajra, Saumen
    Laskar, Sujay
    Janata, Bibekananda
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (64) : 14688 - 14693
  • [7] Enantiopure Trifluoromethylated β3,3-Amino Acids: Synthesis by Asymmetric Reformatsky Reaction with Stable Analogues of Trifluoromethyl N-tert-Butanesulfinylketoimines and Incorporation into α/β-Peptides
    Grellepois, Fabienne
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (03): : 1127 - 1137
  • [8] Organocatalytic Asymmetric Mannich Reactions in the Preparation of Enantio-enriched β3-Amino Acid Derivatives
    Bernardi, Luca
    Ricci, Alfredo
    Franchini, Mauro Comes
    CURRENT ORGANIC CHEMISTRY, 2011, 15 (13) : 2210 - 2226
  • [9] Synthesis of new C-glycosyl aza-β3-amino acids building blocks
    Andreini, Manuel
    Felten, Anne-Sophie
    Thien, Hoang-Trang Tran
    Taillefumier, Claude
    Pellegrini-Moise, Nadia
    Chapleur, Yves
    TETRAHEDRON LETTERS, 2012, 53 (22) : 2702 - 2705
  • [10] Synthesis and conformational studies of short mixed γ/α-glycopeptides based on sugar γ3,3-amino acids
    Richard, Mylene
    Felten, Anne-Sophie
    Chretien, Francoise
    Averlant-Petit, Marie-Christine
    Pellegrini-Moise, Nadia
    TETRAHEDRON, 2017, 73 (48) : 6795 - 6804
123