292035-12-2Relevant academic research and scientific papers
Catalytically Enantioselective Synthesis of Acyclic α-Tertiary Amines through Desymmetrization of 2-Substituted 2-Nitro-1,3-diols
Meng, Shan-Shui,Tang, Wu-Bang,Zheng, Wen-Hua
, p. 518 - 521 (2018)
Highly enantioselective synthesis of acyclic α-tertiary amines through asymmetric desymmetrization is reported. This approach is based on chiral phosphoric acid mediated, enantioselective, oxidative desymmetrization of 2-substituted 2-nitro-1,3-diolbenzylidine acetals in the presence of DMDO as an oxidant. The method allows for the formation of a wide variety of chiral 2-nitro-1,3-diols in high enantioselectivity, which could be transformed into optically pure, unnatural α-alkyl series. The synthetic utility of this method has been further demonstrated by the expedient construction of the core structure of natural products manzacidins enantioselectively.
Novel method of synthesizing unnatural chiral serine
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Paragraph 0043, (2017/08/29)
The invention belongs to the field of organic synthesis, in particular to a novel method of synthesizing unnatural chiral serine; according to the method, 2-nitro-1,3-diol is desymmetrized to obtain 2-nitro substituted optically-active 1,3-diol compound at high yield and high enantioselectivity, and the compound is simply chemically converted to obtain a series of optically-pure unnatural chiral serine. The materials in the method are simple and easily accessible and low in price; chemical reaction has high yield, a target compound can be acquired at high yield, and a finally synthesized compound is widely applicable and has high commercial value.
Synthesis of Easy-to-Functionalize Azabicycloalkane Scaffolds as Dipeptide Turn Mimics en Route to cRGD-Based Bioconjugates
Serra, Massimo,Tambini, Simone Maria,Di Giacomo, Marcello,Peviani, Elena Giulia,Belvisi, Laura,Colombo, Lino
, p. 7557 - 7570 (2016/01/25)
In this paper we report the synthesis of new azabicycloalkane scaffolds, which could be exploited to obtain cRGD-based bioconjugates that may find promising application for targeted drug delivery, theranostic, and general cancer-cell labeling. By exploiti
Lipase-catalyzed desymmetrization of quaternary carbon-containing 1,3-propanediols: A new entry to the asymmetric synthesis of α-substituted serine analogues
Tian, Ping,Xu, Ming-Hua,Wang, Zhi-Qian,Li, Zu-Yi,Lin, Guo-Qiang
, p. 1201 - 1204 (2007/10/03)
A new approach to the asymmetric synthesis of α-substituted serine analogues was developed. The method utilizes a lipase-catalyzed esterification desymmetrization protocol. In the presence of PPL, a series of benzyl-substituted quaternary 2-nitropropane-1
Asymmetric Syntheses of Both Enantiomers of α-Benzylserine and α-Carboxymethylserine
Horikawa, Manabu,Nakajima, Terumi,Ohfune, Yasufumi
, p. 253 - 254 (2007/10/03)
Both enantiomers of α-benzyl and α-carboxymethyl serines (1, 2) were efficiently synthesized starting with the known phenyl acetol via an intramolecular asymmetric Strecker synthesis.
