ChemInform Abstract: Synthesis of Chiral NADH Model Compounds in the Pyrrole (3,2-b) pyridine Series: Models with a Chiral Group on the Pyrrole Nitrogen or on the Carboxamide Side Chain.

ChemInform ◽  
2010 ◽  
Vol 24 (45) ◽  
pp. no-no
Author(s):  
M.-O. MONNET ◽  
P. PREVOST ◽  
G. DUPAS ◽  
J. BOURGUIGNON ◽  
G. QUEGUINER
Keyword(s):  
Side Chain ◽  
Model Compounds ◽  
Pyridine Series ◽  
Pyrrole Nitrogen

Synthesis of chiral NADH model compounds in the pyrrolo[3,2-b]pyridine series : models with a chiral group on the pyrrole nitrogen or on the carboxamide side chain

Tetrahedron ◽  
1993 ◽  
Vol 49 (26) ◽  
pp. 5831-5844 ◽  
Author(s):  
Marie-Odile Monnet ◽  
Pierre Prévost ◽  
Georges Dupas ◽  
Jean Bourguignon ◽  
Guy Quéguiner
Keyword(s):  
Side Chain ◽  
Model Compounds ◽  
Pyridine Series ◽  
Pyrrole Nitrogen

Convenient preparation of a β-O-4-type lignin model trimer via KOH-catalyzed hydroxymethylation and a new protection method

Holzforschung ◽  
2013 ◽  
Vol 67 (2) ◽  
pp. 129-136 ◽  
Author(s):  
Maarit Lahtinen ◽  
Anssi Haikarainen ◽  
Jussi Sipilä
Keyword(s):  
Model Compound ◽  
Catalytic Amount ◽  
Side Chain ◽  
Hydroxyl Groups ◽  
Chemical Behavior ◽  
Model Compounds ◽  
Protection Method ◽  
Convenient Synthesis ◽  
Lignin Model ◽  
Convenient Preparation

Abstract Lignin, as the second most abundant biopolymer on earth, is one of the targets for plant biorefinery studies. Its complex chemical behavior is frequently studied by dimeric, trimeric, etc. model compounds, preferably with a β-O-4-type structure. In the present study, a convenient synthesis of a β-O-4-type trimeric model compound possessing a free syringylic hydroxyl has been investigated. Two key modifications were in focus: (1) Protection of the aliphatic hydroxyl groups of the starting phenolic dimer prior to the SN2 displacement reaction before introducing the syringylic moiety with 2,2-dimethoxypropane. (2) The hydroxymethylation step to introduce the full side chain moiety. When this reaction was performed in dioxane/water in the presence of a catalytic amount of KOH instead of K2CO3, the formation of a side product via dehydration was markedly reduced. In addition, a convenient method for introducing an α,β-epoxide structure in acetophenone is recommended.

Correlation of Model Compounds and Laterally Attached Side-Chain Liquid-Crystalline Polynorbornenes with an 11-Carbon Spacer

1998 ◽  
Vol 31 (6) ◽  
pp. 1779-1790 ◽  
Author(s):  
Coleen Pugh ◽  
Jun Shao ◽  
Jason J. Ge ◽  
Stephen Z. D. Cheng
Keyword(s):  
Liquid Crystalline ◽  
Side Chain ◽  
Model Compounds

scholarly journals Influence of Side Chain in the Reaction of Lignin Model Compounds with Peracetic Acid

1968 ◽  
Vol 71 (2) ◽  
pp. 247-256
Author(s):  
Hyoe HATAKEYAMA ◽  
Kanemichi SUZUKI ◽  
Junzo NAKANO ◽  
Nobuhiko MIGITA
Keyword(s):  
Peracetic Acid ◽  
Side Chain ◽  
Model Compounds ◽  
Lignin Model Compounds ◽  
Lignin Model

13C-nuclear magnetic resonance spectra of oxiranes. Configuration of 1,2-epoxypropyl side chains in fungal metabolites

1978 ◽  
Vol 56 (24) ◽  
pp. 3117-3120 ◽  
Author(s):  
Suzanne Lesage ◽  
Arthur S. Perlin
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Side Chain ◽  
Fungal Metabolites ◽  
Trans Isomers ◽  
Model Compounds ◽  
Nmr Data ◽  
Nuclear Magnetic Resonance Spectra ◽  
13C Nuclear Magnetic Resonance ◽  
Cis And Trans ◽  
C Nmr

13C nmr data indicate that the epoxypropyl side chain of 'asperlin' (1) has a trans configuration. This assignment follows from associated measurements on model compounds, showing that the 13C chemical shift of an epoxypropyl CH3 group is close to either 17 ppm (trans isomers) or 13 ppm (cis isomers). Synthesized as oxirane derivatives related to 1 are diastereomeric pairs of 8-deoxy-6,7-cis- and -trans-epoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octopyranoses.

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