135216-47-6

Basic information

• Product Name: 5'-O,N⁶-bis(triphenylmethyl)-2',3'-secoadenosine
• CAS NO: 135216-47-6
• Molecular Weight: 753.901
• Mol File: 135216-47-6.mol

Chemical Properties

• CAS DataBase Reference: 5'-O,N⁶-bis(triphenylmethyl)-2',3'-secoadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O,N⁶-bis(triphenylmethyl)-2',3'-secoadenosine(135216-47-6)
• EPA Substance Registry System: 5'-O,N⁶-bis(triphenylmethyl)-2',3'-secoadenosine(135216-47-6)

Safety Data

• Hazardous Substances Data: 135216-47-6(Hazardous Substances Data)

Upstream product

• 31085-55-9 (2R,3R,4S,5R)-2-(6-(tritylamino)-9H-purin-9-yl)-5-((trityloxy)methyl)tetrahydrofuran-3,4-diol 

Downstream Products

• 104532-19-6 2',3'-Dideoxy-2',3'-secoadenosin-1',2'-diene 
• 157429-93-1 3'-Chloro-2',3'-dodeoxy-N₆-(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 157429-92-0 3'-Azido-2',3'-dideoxy-N₆-(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 157429-90-8 3'-Chloro-2',3'-dideoxy-5'-O,N₆-bis(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 157429-89-5 3'-Azido-2',3'-dideoxy-5'-O,N₆-bis(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 157429-88-4 2'-Deoxy-3'-O-<(tol-4-yl)sulfonyl>-5'-O,N6-bis(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 173202-62-5 2',3'-Dideoxy-5'-O,N₆-bis(triphenylmethyl)-2',3'-secoadenosine-1',3'-diene 
• 157429-91-9 2'-Deoxy-5'-O,N₆-bis(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 157429-94-2 2'-Deoxy-N₆-(triphenylmethyl)-2',3'-secoadenosin-1'-ene 
• 157429-87-3 2',3'-Bis-O-(tolyl-4-sulfonyl)-5'-O,N₆-bis(triphenylmethyl)-2',3'-secoadenosine 
• 135216-48-7 cis-2-<(triphenylmethoxy)methyl>-18-6-(triphenylmethyl)adenin-9-yl><18>crown-6 

Relevant articles and documents

From nucleosides, their acyclo- and anhydro-analogues to chiral complementary lariat ethers

Novel 2',5'-(5), 2',3'-(13), 3',5'-anhydro-2',3'-seco-uridine (9) and syn-18-hydroxymethyl-2-[uracil-1-yl(20) and 2-adenin-9-yl(21)]-18-crown-6-ether, have been efficiently prepared from the respective, properly protected and activated 2',3'-seco-nucleosi

Regioselective Transformations of 2',3'-Seconucleosides into Anhydro Structures and Chiral Crown Ethers

Intramolecular cyclisation of properly protected and activated derivatives of 2',3'-secouridine (= 1--ethyl>uracil; 1) provided access to the 2,2'-, 2,3'-, 2,5'-, 2',5'-, 3',5'-, and 2',3-anhydro-2',3'-secouridines 5, 16, 17, 26, 28 and 31, respectively (Schemes 1-3).Reaction of 2',5'-anhydro-3'-O-(methylsulfonyl)- (25) and 2',3'-anhydro-5'-O-(methylsulfonyl)-2',3'-secouridine (32) with CH2Cl2 in the presence of 1,8-diazabicycloundec-7-ene generated the N(3)-methylene-bridged bis-uridine structure 37 and 36, respectively (Scheme 3).Novel chiral 18-crown-6 ethers 40 and 44, containing a hydroxymethyl and a uracil-1-yl or adenin-9-yl as the pendant groups in a 1,3-cis relationship, were synthesized from 5'-O-(triphenylmethyl)-2',3'-secouridine (2) and 5'-O,N6-bis(triphenylmethyl)-2',3'-secoadenosine (41) on reaction with 3,6,9-trioxaundecane-1,11-diyl bis(4-toluenesulfonate) and detritylation of the thus obtained (triphenylmethoxy)methyl compound 39 and 43, respectively (Scheme 4).