326606-21-7

Basic information

• Product Name: (2R,3S,5R)-3-methoxy-2-(2-methoxy-ethoxymethoxy)-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexan-1-ol
• Synonyms: (2R,3S,5R)-3-methoxy-2-(2-methoxy-ethoxymethoxy)-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexan-1-ol
• CAS NO: 326606-21-7
• Molecular Weight: 461.51
• Mol File: 326606-21-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3S,5R)-3-methoxy-2-(2-methoxy-ethoxymethoxy)-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,5R)-3-methoxy-2-(2-methoxy-ethoxymethoxy)-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexan-1-ol(326606-21-7)
• EPA Substance Registry System: (2R,3S,5R)-3-methoxy-2-(2-methoxy-ethoxymethoxy)-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexan-1-ol(326606-21-7)

Safety Data

• Hazardous Substances Data: 326606-21-7(Hazardous Substances Data)

Upstream product

• 3970-21-6 2-Methoxyethoxymethyl chloride 
• 326606-20-6 (2R,3S,5R)-3-methoxy-5-methyl-6-(5-nitro-2,3,6-trimethoxy-phenyl)-hexan-1,2-diol 
• 5556-86-5 2,3,6-trimethoxybenzaldehyde 
• 326606-16-0 (3S,5S,6S)-3-[(1S,3R)-1-hydroxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one 
• 326606-14-8 (4S)-4-benzyl-3-[(2R)-2-methyl-3-(5-nitro-2,3,6-trimethoxyphenyl)-propionyl]-oxazolidin-2-one 
• 326606-15-9 (3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyronitrile 
• 326606-25-1 (2R)-2-methyl-3-(5-nitro-2,3,6-trimethoxy-phenyl)-propan-1-ol 
• 326606-24-0 (2,3,6-trimethoxy-5-nitrophenyl)methanol 
• 326606-13-7 5-nitro-2,3,6-trimethoxybenzyl bromide 
• 326606-12-6 2,3,6-trimethoxy-5-nitrobenzaldehyde 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 326606-26-2 (3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one 

Downstream Products

• 326606-22-8 (2S,3S,5R)-3-Methoxy-2-(2-methoxy-ethoxymethoxy)-5-methyl-6-(2,3,6-trimethoxy-5-nitro-phenyl)-hexanal 

Relevant articles and documents

Total synthesis of (+)-geldanamycin and (-)-o-quinogeldanamycin: Asymmetric glycolate aldol reactions and biological evaluation

The total synthesis of (+)-geldanamycin (GA), following a linear route, has been completed using a demethylative quinone-forming reaction as the last step. Key steps include the use of two new asymmetric boron glycolate aldol reactions. To set the anti-C11,12 hydroxymethoxy functionality, (S,S)-5,6-bis-4-methoxyphenyldioxanone 8 was used. Methylglycolate derived from norephedrine 5 set the C6,7 methoxyurethane stereochemistry. The quinone formation step using nitric acid gave the non-natural o-quino-GA product 55 10: 1 over geldanamycin. Other known oxidants gave an unusual azaquinone product 49. o-Quino-GA 55 binds Hsp90 with good affinity but is less cytotoxic compared to GA.