132619-89-7

Upstream product

• 81252-26-8 1-chloro-5-O-benzoyl-2,3-dideoxy-D-glycero-pentofuranose 
• 10457-14-4 O,O'-bis-(trimethylsilyl)uracil 
• 14257-69-3 glucosamine 
• 127676-65-7 C₂₀H₁₅NO₅ 
• 132575-43-0 5-O-benzoyl-2,3-dideoxy-D-glycero-pentofuranose 
• 32780-07-7 (S)-5-(benzoyloxymethyl)tetrahydrofuran-2-one 
• 142824-48-4 Benzoic acid (2S,5R)-5-cyano-tetrahydro-furan-2-ylmethyl ester 
• 142824-49-5 (2R,5S)-5-Benzoyloxymethyl-tetrahydro-furan-2-carboxylic acid 
• 98-88-4 benzoyl chloride 
• 117174-27-3 5-O-benzoyl-1-O-acetyl-2,3-dideoxy-D-glycero-pentofuranose 

Downstream Products

• 5983-09-5 4-Hydroxy-1-((2S,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 
• 5983-09-5 4-Hydroxy-1-((2S,5R)-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 

Relevant academic research and scientific papers

Efficient Synthesis of 2',3'-Dideoxynucleosides and 2',3'-Dideoxy C-Nucleosides from D-Glucosamine

D-Glucosamine 1 can be easily converted into 2,5-anhydro-6-O-benzoyl-3,4-dideoxygluconic acid 6 which can be taken on to both 2',3'-dideoxynucleosides such as dideoxyuridine (ddU) 4 and 2',3'-dideoxy C-nucleosides such as dideoxyformycin B 5 and dideoxyshowdomycin 20.

STEREOSELECTIVITIES IN THE COUPLING REACTION BETWEEN SILYLATED PYRIMIDINE BASES AND 1-HALO-2,3-DIDEOXYRIBOSE

Coupling reactions between 1-chloro-2,3-dideoxyribose and silylated pyrimidines have been examined from the point of stereoselectivity.When the reaction was carried out in chloroform, the selectivity was in the anomeric ratio of α:β = 4:6.On the other hand, the presence of tertiary amine raises the selectivity to α:β = 3:7.