124492-75-7

Basic information

• Product Name: Benzoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-((1R,2R,3S,4R,5R)-3,4-diacetoxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
• CAS NO: 124492-75-7
• Molecular Weight: 1119.18
• Mol File: 124492-75-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-((1R,2R,3S,4R,5R)-3,4-diacetoxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-((1R,2R,3S,4R,5R)-3,4-diacetoxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester(124492-75-7)
• EPA Substance Registry System: Benzoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-((1R,2R,3S,4R,5R)-3,4-diacetoxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester(124492-75-7)

Safety Data

• Hazardous Substances Data: 124492-75-7(Hazardous Substances Data)

Upstream product

• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 101305-12-8 2,3,2',3'-tetra-O-acetyl-1,6-anhydro-6'-O-benzoyl-β-maltose 

Relevant articles and documents

TOTAL SYNTHESIS OF ACARBOSE AND ADIPOSIN-2

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.