321576-99-2

Basic information

• Product Name: (1S,2R,3S)-N-(3-hydroxypropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine
• Synonyms: (1S,2R,3S)-N-(3-hydroxypropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine
• CAS NO: 321576-99-2
• Molecular Weight: 398.437
• Mol File: 321576-99-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,2R,3S)-N-(3-hydroxypropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3S)-N-(3-hydroxypropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine(321576-99-2)
• EPA Substance Registry System: (1S,2R,3S)-N-(3-hydroxypropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine(321576-99-2)

Safety Data

• Hazardous Substances Data: 321576-99-2(Hazardous Substances Data)

Upstream product

• 321576-93-6 N,O-bis(tert-butyldimethylsilyl)-N-o-nitrobenzenesulfonyl-3-amino-1-propanol 
• 321576-95-8 N-o-nitrobenzenesulfonyl-O-tert-butyldimethylsilyl-3-amino-1-propanol 
• 185622-62-2 (3R,4R,5S)-3-hydroxy-4,5-(isopropylidenedioxy)-cyclopentene 
• 321576-97-0 (1S,2R,3S)-N-(3-tert-butyldimethylsilyloxypropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine 

Downstream Products

• 321577-05-3 2-amino-5-[(1S,2R,3S)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylaminomethyl]-pyrrolo[2,3-d]pyrimidin-4(3H)-one 
• 321577-03-1 N-(2-bromo-3-oxo-propyl)-N-(2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-2-nitro-benzenesulfonamide 
• 72496-59-4 queuine 
• 321577-01-9 (1S,2R,3S)-N-(3-oxopropyl)-N-(o-nitrobenzenesulfonyl)-2,3-isopropylidinedioxycyclopent-4-enylamine 

Relevant articles and documents

Total synthesis of Q base (Queuine)

The total synthesis of Q Base (Queuine) has been accomplished in eleven steps from ribose. Mitsunobu reaction of nosyl protected amine 12 with known cyclopentenol 7, derived from ribose, gave 13, the first key intermediate in the synthesis. The pyrrolo[2,3-d]pyrimidine ring system of Q Base was built via a cyclocondensation reaction between a β-aminobromoaldehyde 16, derived from the Mitsunobu product 13, and 2,4-diamino-6-hydroxypyrimidine. Deprotection of the product from the cycloccondensation reaction (17) gave Q Base. (C) 2000 Elsevier Science Ltd.