First stereoselective synthesis of 2-deoxy-alpha-D-ribosyl-1-phosphate: novel application of crystallization-induced asymmetric transformation.
A first stereoselective synthesis of bis(cyclohexylamine) 2-deoxy-alpha-D-ribosyl-1-phosphate has been achieved. The synthesis features a key crystallization-induced asymmetric transformation (AT) to generate a desired alpha-anomer in 99% yield at a 98.8:1.2 ratio of alpha/beta.
Komatsu
Hironori
H
Catalysis Science Laboratory, Mitsui Chemicals, Inc., 1144 Togo, Mobara-shi, Chiba 297-0017, Japan. hironori.komatsu@mitsui-chem.co.jp
Awano
Hirokazu
H
D002625:Chemistry, Organic / Q000379:methods*; D002851:Chromatography, High Pressure Liquid; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012267:Ribosemonophosphates / Q000138:chemical synthesis*; D013237:Stereoisomerism
D012267:Ribosemonophosphates; C470700:bis(cyclohexylamine)-2-deoxyribosyl-1-phosphate; C031302:2-deoxyribose 1-phosphate