148291-19-4

Basic information

• Product Name: 4-Cyclohexene-1,2,3-triol, 6,6'-iminobis[4-(hydroxymethyl)-, (1S,1'S,2S,2'S,3R,3'R,6S,6'S)-
• CAS NO: 148291-19-4
• Molecular Formula: C14H23NO8
• Molecular Weight: 333.339
• Mol File: 148291-19-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-Cyclohexene-1,2,3-triol, 6,6'-iminobis[4-(hydroxymethyl)-, (1S,1'S,2S,2'S,3R,3'R,6S,6'S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyclohexene-1,2,3-triol, 6,6'-iminobis[4-(hydroxymethyl)-, (1S,1'S,2S,2'S,3R,3'R,6S,6'S)-(148291-19-4)
• EPA Substance Registry System: 4-Cyclohexene-1,2,3-triol, 6,6'-iminobis[4-(hydroxymethyl)-, (1S,1'S,2S,2'S,3R,3'R,6S,6'S)-(148291-19-4)

Safety Data

• Hazardous Substances Data: 148291-19-4(Hazardous Substances Data)

Upstream product

• 827043-57-2 bis[(1S,2S,3S,4R)-2,3,4-trihydroxy-5-(hydroxymethyl)-2,3:4,6-di-O-isopropylidene-5-cyclohexenyl]amine 
• 90025-02-8 (1S,2S,3S,4R)-1-amino-5-(hydroxymethyl)-2,3:4,6-di-O-isopropylidene-5-cyclohexene-2,3,4-triol 
• 827043-55-0 (1S,2R,3S,4R)-1-chloro-5-(hydroxymethyl)-2,3:4,6-di-O-isopropylidene-5-cyclohexene-2,3,4-triol 
• 827043-54-9 (1R,2S,3S,4R)-5-(hydroxymethyl)-2,3:4,6-di-O-isopropylidene-5-cyclohexene-1,2,3,4-tetraol 
• 827043-53-8 (1R,2R,3S,4R)-1-O-tert-butyldimethylsilyl-5-(hydroxymethyl)-2,3:4,6-di-O-isopropylidene-5-cyclohexene-1,2,3,4-tetraol 
• 827043-48-1 (1R,2R,3S)-3-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3-triol 
• 827043-52-7 (1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-5-cyclohexene-1,2,3,4-tetraol 
• 827043-49-2 (1R,2S,3S,4R,5R)-3-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4,5-pentol 
• 827043-51-6 (1R,2S,3R,4R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4-tetraol 
• 827043-50-5 (1R,2S,3S,4R,5R)-3,4-di-O-benzoyl-5-(benzyloxymethyl)-1,2-[(2S,3S)-2,3-dimethoxybutan-2,3-dioxy]-4-cyclohexene-1,2,3,4,5-pentol 
• 1226762-70-4 C₃₂H₅₁NO₁₂ 

Downstream Products

• 38231-86-6 valienamine 
• 1120348-41-5 validienamycin 

Relevant articles and documents

An alternative synthesis of 1,1′-Bis-valienamine from d -glucose

An alternative synthesis of 1,1′-bis-valienamine 5, which was demonstrated to be a potent trehalase inhibitor, has been achieved from d-glucose in 12 steps with 15% overall yield via enone 12 as the key intermediate, involving a direct aldol reaction of a glucose-derived diketone and a palladium-catalyzed allylic coupling reaction as the key steps.

Synthesis and Trehalose-inhibitory Activity of an Imino-linked Dicarba-&α,&α-trehalose and Analogues thereof

Dicarba-α,α-trehalose 2a, bis-(5a-carba-α-D-glucopyranosyl)amine, was prepared by the coupling of di-O-isopropylidene-α-validamine 5 and protected carba-sugar epoxide 7, followed by removal of the 2'-hydroxy group and conventional deprotection.Likewise, i