102489-39-4

Basic information

• Product Name: (2E)-3-{4-[(6-deoxy-beta-D-arabino-hexofuranosyl-5-ulose)oxy]-3-hydroxyphenyl}-2-methyl-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxyhexahydro-1,3-benzodioxol-5-yl]prop-2-enamide
• CAS NO: 102489-39-4
• Molecular Formula: C₂₃H₂₉NO₁₂
• Molecular Weight: 511.4759
• Mol File: 102489-39-4.mol
• Article Data: 6

Chemical Properties

• Refractive Index: 1.667
• CAS DataBase Reference: (2E)-3-{4-[(6-deoxy-beta-D-arabino-hexofuranosyl-5-ulose)oxy]-3-hydroxyphenyl}-2-methyl-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxyhexahydro-1,3-benzodioxol-5-yl]prop-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-{4-[(6-deoxy-beta-D-arabino-hexofuranosyl-5-ulose)oxy]-3-hydroxyphenyl}-2-methyl-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxyhexahydro-1,3-benzodioxol-5-yl]prop-2-enamide(102489-39-4)
• EPA Substance Registry System: (2E)-3-{4-[(6-deoxy-beta-D-arabino-hexofuranosyl-5-ulose)oxy]-3-hydroxyphenyl}-2-methyl-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxyhexahydro-1,3-benzodioxol-5-yl]prop-2-enamide(102489-39-4)

Safety Data

• Hazardous Substances Data: 102489-39-4(Hazardous Substances Data)

Upstream product

• 127213-11-0 hygromycin A ethylene acetal 
• 33164-03-3 methyl 2,3-di-O-benzyl-α-D-altropyranoside 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 1410798-30-9 2,2,7-trimethyl-3a,4,5,5a,8a,8b-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[2,1-d]oxazole-4,5-diol 
• 1410798-31-0 2,2,8-trimethyl-3a,3b,6a,6b,9a,9b-hexahydro-1,3,4,6,7-pentaoxa-9-aza-trindene 
• 60505-07-9 2,2,8-trimethyl-3a,3b,6a,6b,9a,9b-hexahydro-1,3,4,6,7-pentaoxa-9-aza-trindene 
• 1410798-41-2 (-)-(2E)-3-[4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-β-D-arabino-hexofuranosyl-5-ulose]oxy}-3-hydroxy-phenyl]-2-methylacrylic acid 
• 1190266-98-8 (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 79822-65-4 3-hydroxy-4-(2-propenyloxy)benzaldehyde 
• 261631-95-2 (-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol 
• 277744-82-8 (3S,4S,5S,6S)-3,6-dihydroxy-4,5-(isopropylidenedioxy)-cyclohexene 
• 1188303-61-8 (1S,4S,5S,6S)-4-azido-5,6-(isopropylidenedioxy)cyclohex-2-enol 
• 1410798-25-2 N-((3aS,4S,7S,7aS)-7-hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)acetamide 

Downstream Products

• 66740-54-3 Hygromycin-hexaacetat 

Relevant articles and documents

Chiral pool based efficient synthesis of the aminocyclitol core and furanoside of (-)- hygromycin A: Formal total synthesis of (-)-hygromycin A

A chiral pool based synthetic strategy that leads from the readily available and inexpensive C2-symmetric tartaric acids to the chiral O-isopropylidenebenzooxazolei- a convenient precursor to the aminocyclitol core of hygromycin A as well as the chiral γ-disilyloxybutyrolactone-a pivotal intermediate to approach to the furanoside of hygromycin A.

Application of the AAA reaction to the synthesis of the furanoside of C-2-epi-hygromycin A: A total synthesis of C-2-epi-hygromycin A

A strategy for stereocontrolled syntheses of furanoside type of natural products is developed for a glycosyl aryl ether. This strategy resolves the issue of low diastereoselectivity typical of normal glycosidation methods for furanosides. All the stereoch

Total Synthesis of Antibiotic Hygromycin A

The first total synthesis of the antibiotic (-)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3).Both components were synthesized in homochiral forms starting from D-glucose.This synthesis fully