210702-66-2

Upstream product

• 2930-05-4 Benzyloxymethyl-oxiran 
• 922-65-6 divinylcarbinol 
• 186908-71-4 (R)-1-((R)-oxiran-2-yl)prop-2-en-1-ol 
• 100-51-6 benzyl alcohol 
• 264234-28-8 (R)-2-[(S)-2-Benzyloxy-1-(2-methoxy-ethoxymethoxy)-ethyl]-oxirane 
• 78469-89-3 (2S,3R)-1-benzyloxy-3,4-epoxy-2-butanol 
• 93553-66-3 1-(benzyloxy)but-3-en-2-ol 
• 264234-29-9 (3R,4S)-5-Benzyloxy-4-(2-methoxy-ethoxymethoxy)-pent-1-en-3-ol 
• 102490-00-6 (2S,3R)-1,2-epoxy-4-penten-3-ol 

Downstream Products

• 210702-67-3 (4S,5R)-4-[(benzyloxy)methyl]-2,2-dimethyl-5-vinyl-1,3-dioxolane 
• 210702-68-4 ((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetaldehyde 
• 163058-80-8 (4S,5S)-5-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde 

Relevant academic research and scientific papers

Synthesis of beta-L-2'-deoxy nucleosides

An improved process for the preparation of 2′-modified nucleosides and 2′-deoxy-nucleosides, such as, β-L-2′-deoxy-thymidine (LdT), is provided. In particular, the improved process is directed to the synthesis of a 2′-deoxynucleoside that may utilize different starting materials but that proceeds via a chloro-sugar intermediate or via a 2,2′-anhydro-1-furanosyl-nucleobase intermediate. Where an 2,2′-anhydro-1-furanosyl base intermediate is utilized, a reducing agent, such as Red-Al, and a sequestering agent, such as 15-crown-5 ether, that cause an intramolecular displacement reaction and formation of the desired nucleoside product in good yields are employed. An alternative process of the present invention utilizes a 2,2′-anhydro-1-furanosyl base intermediate without a sequestering agent to afford 2′-deoxynucleosides in good yields. The compounds made according to the present invention may be used as intermediates in the preparation of other nucleoside analogues, or may be used directly as antiviral and/or antineoplastic agents.

Homologation of allylic alcohols. An approach to cyclic and acyclic polyoxygenated compounds

The combination of the Sharpless asymmetric epoxidation reaction with a sulfur ylide mediated synthesis of allylic alcohols from epoxides provides a powerful iterative process for the production of polyoxygenated compounds. The alkene installed in the sulfur ylide reaction has also been used in a number of ring closing metathesis reactions to produce highly oxygenated cyclic compounds. (C) 2000 Elsevier Science Ltd.

A de novo synthesis of ethyl 2-deoxy-L-ribosides

A short (7-step) and efficient synthesis of several derivatives of 2- deoxy-L-ribose 1, e.g., the ethyl ribosides, 2abc, has been accomplished from achiral precursors.