869749-13-3

Basic information

• Product Name: (5aR,7R,8S,8aS)-7-benzyloxy-8-benzyloxymethyl-5a,7,8,8a-tetrahydro-2H,6H-cyclopenta[4,5]oxazolo[3,2-a]pyrimidine-2-one
• Synonyms: (5aR,7R,8S,8aS)-7-benzyloxy-8-benzyloxymethyl-5a,7,8,8a-tetrahydro-2H,6H-cyclopenta[4,5]oxazolo[3,2-a]pyrimidine-2-one
• CAS NO: 869749-13-3
• Molecular Weight: 404.466
• Mol File: 869749-13-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5aR,7R,8S,8aS)-7-benzyloxy-8-benzyloxymethyl-5a,7,8,8a-tetrahydro-2H,6H-cyclopenta[4,5]oxazolo[3,2-a]pyrimidine-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5aR,7R,8S,8aS)-7-benzyloxy-8-benzyloxymethyl-5a,7,8,8a-tetrahydro-2H,6H-cyclopenta[4,5]oxazolo[3,2-a]pyrimidine-2-one(869749-13-3)
• EPA Substance Registry System: (5aR,7R,8S,8aS)-7-benzyloxy-8-benzyloxymethyl-5a,7,8,8a-tetrahydro-2H,6H-cyclopenta[4,5]oxazolo[3,2-a]pyrimidine-2-one(869749-13-3)

Safety Data

• Hazardous Substances Data: 869749-13-3(Hazardous Substances Data)

Upstream product

• 873298-16-9 (1R,2S,3R,5S)-3-Benzyloxy-2-benzyloxymethyl-6-oxa-bicyclo[3.1.0]hexane 

Downstream Products

• 670276-00-3 (5aR,7R,8S,8aS)-8-(4,4'-dimethoxytrityloxymethyl)-5a,7,8,8a-tetrahydro-7-hydroxy-1H,6H-cyclopenta[4,5]oxazolo[3,2-c]pyrimidine-2,4(3H)-dione 
• 263764-15-4 (5aR,7R,8S,8aS)-7-benzyloxy-8-benzyloxymethyl-5a,7,8,8a-tetrahydro-2H,6H-cyclopenta[4,5]oxazolo[3,2-c]pyrimidine-2,4(3H)-dione 

Relevant articles and documents

Synthesis and hybridization properties of L-oligodeoxynucleotide analogues fixed in a low anti glycosyl conformation

We have synthesized L-type enantiomers (eU and cA) of nucleoside analogues, whose glycosyl bonds are fixed in a low anti conformation (ap glycosyl conformation, x≈ 180°), and incorporated them into oligonucleotides to evaluate the hybridization ability with natural DNA and RNA sequences. Although the incorporation of the modified nucleosides into oligonucleotides decreased the hybridization ability with unmodified complementary DNA sequences, the fully-substituted 12mers (cU12 and cA12) still retained the hybridization ability with the complementary unmodified DNA 12mers, regardless of their unnatural L-chirality. In contrast, cU12 and cA12 showed different hybridization behavior with complementary unmodified RNA 12mers. cU12 forms a more stable duplex with rA 12 than the corresponding natural 12mer (dT12), whereas cA12 cannot hybridize with rU12. Based on the model structure of cU12-rA12, we discuss these experimental results.