141192-04-3

Basic information

• Product Name: 1-(5-O-benzoyl-2,3-dideoxy-3-phenylthio-D-erythro-pentofuranosyl)uracil
• CAS NO: 141192-04-3
• Molecular Weight: 424.477
• Mol File: 141192-04-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(5-O-benzoyl-2,3-dideoxy-3-phenylthio-D-erythro-pentofuranosyl)uracil(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-O-benzoyl-2,3-dideoxy-3-phenylthio-D-erythro-pentofuranosyl)uracil(141192-04-3)
• EPA Substance Registry System: 1-(5-O-benzoyl-2,3-dideoxy-3-phenylthio-D-erythro-pentofuranosyl)uracil(141192-04-3)

Safety Data

• Hazardous Substances Data: 141192-04-3(Hazardous Substances Data)

Upstream product

• 141192-05-4 1-O-acetyl-5-O-benzoyl-2,3-dideoxy-3-phenylthio-D-erythro-pentofuranose 
• 10457-14-4 O,O'-bis-(trimethylsilyl)uracil 

Downstream Products

• 141270-32-8 1-(5-O-benzoyl-2,3-dideoxy-α-D-glycero-pento-2-enofuranosyl)uracil 
• 6038-56-8 1-(5-O-benzoyl-2,3-dideoxy-β-D-glycero-pento-2-enofuranosyl)uracil 
• 146455-21-2 Benzoic acid (2R,3S)-3-benzenesulfinyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 

Relevant articles and documents

SYNTHESIS OF 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES UTILIZING COUPLING REACTIONS BETWEEN NUCLEIC BASES AND PHENYLTHIOSUBSTITUTED 2,3-DIDEOXYRIBOSE

Stereoselectivities in coupling reactions between silylated pyrimidine bases and 3- or 2-α-phenylthio-2,3-dideoxyribose were examined.In the former case, no stereoselectivies were observed when the coupling reactions were performed either with 1-chlorosugar in an SN2 mode or in the presence of Lewis acids as catalyst in an SN1 mode.Coupling reaction with 2-α-phenylthio-2,3-dideoxyribose in the presence of Lewis acids, especially SnCl4, proceeded with good stereoselectivity to give anomeric mixtures of α : β = 1 : 9.All these nucleosides were converted to 2',3'-didehydro-2',3'-dideoxynucleosides by oxidation to sulfoxides followed by thermal elimination of sulfenic acid.