172603-21-3

Basic information

• Product Name: (2S,3R,4R,5R,6R,5'S,6'R,7'R,8'R)-(3'E)-9'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-methoxy-8'-<(methoxymethyl)oxy>-5',7'-dimethyl-3'-nonen-2'-one
• CAS NO: 172603-21-3
• Molecular Weight: 612.804
• Mol File: 172603-21-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R,4R,5R,6R,5'S,6'R,7'R,8'R)-(3'E)-9'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-methoxy-8'-<(methoxymethyl)oxy>-5',7'-dimethyl-3'-nonen-2'-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4R,5R,6R,5'S,6'R,7'R,8'R)-(3'E)-9'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-methoxy-8'-<(methoxymethyl)oxy>-5',7'-dimethyl-3'-nonen-2'-one(172603-21-3)
• EPA Substance Registry System: (2S,3R,4R,5R,6R,5'S,6'R,7'R,8'R)-(3'E)-9'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-methoxy-8'-<(methoxymethyl)oxy>-5',7'-dimethyl-3'-nonen-2'-one(172603-21-3)

Safety Data

• Hazardous Substances Data: 172603-21-3(Hazardous Substances Data)

Upstream product

• 172603-18-8 (2S,3R,4R,5R,6R,2'R,3'R,4'R,5'R)-6'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-1'-<(tert-butyldiphenylsilyl)oxy>-3'-methoxy-5'-<(methoxymethyl)oxy>-2',4'-dimethylhexane 
• 172603-16-6 (2S,3R,4R,5R,6R,3'S,4'R,5'R)-(1'Z)-1'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-<(tert-butyldiphenylsilyl)oxy>-4'-methoxy-3',5'-dimethyl-1'-hexene 
• 172603-17-7 (2S,3R,4R,5R,6R,2'R,3'S,4'R,5'R)-1'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-<(tert-butyldiphenylsilyl)oxy>-4'-methoxy-3',5'-dimethyl-2'-hexanol 
• 172603-08-6 Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside 
• 172603-19-9 (2S,3R,4R,5R,6R,2'S,3'R,4'R,5'R)-6'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-3'-methoxy-5'-<(methoxymethyl)oxy>-2',4'-dimethyl-1'-hexanol 
• 172603-13-3 (2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl p-toluenesulfonate 
• 172603-06-4 Methyl 3,4-anhydro-6-O-(tert-butyldiphenylsilyl)-2-O-(methanesulfonyl)-α-D-allopyranoside 
• 172603-11-1 (2R,3S,4R)-1-(Benzyloxy)-5-<(tert-butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentane 
• 172722-41-7 (2R,3S,4R)-1-(Benzyloxy)-5-<(tert-butyldiphenylsilyl)oxy>-2,4-dimethyl-3-pentanol 
• 172603-07-5 Methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside 
• 172603-09-7 Methyl 2,3-di-O-benzyl-4-deoxy-4-C-ethyl-α-D-gulopyranoside 
• 172603-10-0 Methyl 2,3-di-O-benzyl-6-dehydro-4-deoxy-4-C-ethyl-α-D-gulopyranoside 
• 172603-12-2 (2S,3S,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethyl-1-pentanol 
• 172603-14-4 (2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide 

Downstream Products

• 151519-02-7 pironetin 
• 172603-22-4 (2S,3R,4R,5R,6R,5'S,6'R,7'R,8'R)-(2'E)-9'-<3,4-Bis(benzyloxy)-5-ethyl-tetrahydro-2-methoxy-2H-pyran-6-yl>-6'-methoxy-8'-<(methoxymethyl)oxy>-5',7'-dimethyl-2'-nonene 

Relevant articles and documents

Total Synthesis of (-)-PA-48153C, a Novel Immunosuppressive 2-Pyranone Derivative

(-)-PA-48153C (1), an immunosuppressive agent, was synthesized by starting from (+)-methyl 4,6-O-benzylidene-α-D-glucopyranoside (2) and (S)-(+)-methyl 3-hydroxy-2-methylpropionate (3).The key steps in this synthesis relied upon trans-diaxial ring opening of epoxy mesylate 11 in order to introduce the C-5β ethyl group, Wittig reaction of aldehyde 15 with a phosphorus ylide derived from phosphonium salt 28 to combine the cyclic segment B and the acyclic segment C, and regio- and stereoselective hydroboration of (Z)-olefin 29 in order to introduce the C-8α hydroxyl group.The absolute stereochemistry of PA-48153C was unambiguously determined to be the same as that of 1.