852310-58-8Relevant articles and documents
Efficient total syntheses of natural pterin glycosides: limipterin and tepidopterin
Hanaya, Tadashi,Baba, Hiroki,Toyota, Hiroki,Yamamoto, Hiroshi
, p. 2090 - 2100 (2008/09/18)
The key, versatile precursors N2-(N,N-dimethylaminomethylene)-1′-O-(4-methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]biopterin (29a) and its ciliapterin analog (29b) were prepared, respectively, from d-xylose (in 14 steps) and l-xylose (in 11 steps). Treatment of 29a and 29b with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranosyl bromide in the presence of silver triflate and tetramethylurea, followed by removal of the protecting groups, led to the first selective syntheses of limipterin (3) and tepidopterin (5), respectively.
First synthesis of tepidopterin [2′-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-l-threo-biopterin]
Hanaya, Tadashi,Baba, Hiroki,Yamamoto, Hiroshi
, p. 2159 - 2162 (2008/02/12)
N2-(N,N-Dimethylaminomethylene)-1′-O-(4-methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]-l-threo-biopterin (14) was prepared from l-xylose in an 11-step-sequence. The first synthesis of tepidopterin (3) was achieved by treatment of 14 with 3,4,6-tri-O
Practical and highly stereoselective approaches to the total synthesis of (-)-codonopsinine
Chandrasekhar, Srivari,Saritha, Birudaraju,Jagadeshwar, Vannada,Prakash, Samala Jaya
, p. 1380 - 1386 (2007/10/03)
The enantiopure total synthesis of (-)-codonopsinine is described using two effective chiron approaches starting either from commercially available l-xylose or from readily available Garner aldehyde. The key steps included Julia trans-olefination, highly
Total synthesis of the alkaloid (-)-codonopsinine from L-xylose
Chandrasekhar,Jagadeshwar,Prakash, S. Jaya
, p. 3127 - 3129 (2007/10/03)
The enantiopure total synthesis of (-)-codonopsinine is described from commercially available L-xylose in 20% overall yield. The key steps included Julia trans olefination and cascade epoxidation-cyclisation strategies.