61637-33-0Relevant academic research and scientific papers
1,6-ANHYDRO-β-MALTOTRIOSE: PREPARATION FROM PULLULAN, AND REGIOSELECTIVE PARTIAL-PROTECTION REACTIONS
Sakairi, Nobuo,Hayashida, Mitsuo,Kuzuhara, Hiroyoshi
, p. 91 - 104 (2007/10/02)
1,6-Anhydro-β-maltotriose (4) was prepared from the microbial polysaccharide pullulan in 33percent overall yield by a combination of enzymic degradation and subsequent chemical treatments.Reaction of 4 with α,α-dimethoxytoluene and with 2,2-dimethoxypropa
TOTAL SYNTHESIS OF ACARBOSE AND ADIPOSIN-2
Shibata, Yasushi,Ogawa, Seiichiro
, p. 309 - 322 (2007/10/02)
The first total synthesis is described of the α-D-glucosidase inhibitor acarbose (1a). 1,6-Anhydro-4'-O-(3,4-anhydro-6-deoxy-α-D-galactopyranosyl)-β-maltose (21), prepared from 1,6-β-maltotriose (3a), and (+)-4,7:5,6-di-O-isopropilydenevalienamine (28) gave two pseudo-tetrasaccharide derivatives separable as the per-O-acetyl derivatives (29 and 31) by chromatography, and their structures were established on the basis of 1H-n.m.r. spectroscopy.On acetolysis followed by acetylation, 29 afforded the peracetate (1b), which was O-deacetylated to give 1a.Likewise, adiposin-2 (2a), the 6''-hydroxy analogue of 1a, isolated from fermentation broth of Streptomyces calvus TM-521, was synthesised.
Total Synthesis of Acarbose and Adiposin-2
Ogawa, Seiichiro,Shibata, Yasushi
, p. 605 - 606 (2007/10/02)
The first complete synthesis of acarbose (1a), the pseudotetrasaccharidic α-amylase inhibitor, is reported: coupling of the protected (+)-valienamine (16) and the epoxide (9) derived from 1'',6''-anhydromaltotriose (3), followed by deprotection; likewise, adiposin-2 (2a), the 6'-hydroxy analogue of (1a), has also been synthesised.
