93774-79-9

Upstream product

• 128990-14-7 (S)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl4-methylbenzenesufonate 
• 1450667-23-8 C₂₅H₂₆O₃Si 
• 100-39-0 benzyl bromide 
• 1450667-24-9 C₂₃H₂₄O₂Si 
• 85726-38-1 (2S,3S)-3-Benzyloxy-1,2-butandiol 
• 67-64-1 acetone 
• 53329-00-3 [(but-3-en-2-yloxy)methyl]benzene 
• 100-44-7 benzyl chloride 
• 93711-20-7 (S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 92973-40-5 methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 93367-08-9 Kalium-<4S-(R*,S*)>-α-hydroxy-2,2-dimethyl-1,3-dioxolan-4-acetat 
• 93367-10-3 (2S,3S)-3,4-epoxy-1,2-di-O-isopropylidenebutane-1,2-diol 

Downstream Products

• 85726-38-1 (2S,3S)-3-Benzyloxy-1,2-butandiol 
• 93367-14-7 (2S,3R)-2-benzyloxy-3-hydrazononane 
• 81408-36-8 (2S,3S)-2-O-benzyl-2,3-nonanediol 
• 93367-11-4 (2S,3S)-3-benzyloxy-1,2-epoxybutane 

Relevant academic research and scientific papers

Preparation of enantioenriched tetraols and triolamines from a common epoxide

We identify a silylcyclopentene oxide that is amenable to several distinct asymmetric catalytic transformations providing access to enantio-enriched tetraol and triol-amines. The sequence employed allows for selective protection of one amine or alcohol from the four heteroatoms that are introduced into the carbon scaffold.

PREPARATION AND SYNTHETIC UTILIZATION OF 3-(ADENIN-9-YL)-2-HYDROXYALKANOIC ACIDS AND THEIR DERIVATIVES

Condensation of adenine and its substituted derivatives with 1,1-dialkoxy-2-bromoalkanes afforded substituted 2-(adenin-9-yl)-1,1-dialkoxyalkanes I and IV.Acid hydrolysis of I or IV, followed by reaction with alkali metal cyanides and acid hydrolysis, gave substituted 3-(adenin-9-yl)-2-hydroxyalkanoic acids II, V and VI.Methyl esters of these compounds (VIII) were converted into 3-(adenin-9-yl)alkane-1,2-diols IX by reduction with sodium borohydride. 3-(Adenin-9-yl)-2-methoxypropanoic acid (XVII) was obtained by oxidation of 9-(3-hydroxy-2-methoxypropyl)adenine (XVI)with sodium periodate; 4-(adenin-9-yl)-2-(S)-hydroxybutanoic acid (XXVII) was synthesized by oxidation of 9-(S)-(2-tetrahydropyranyloxy-4-hydroxybutyl)adenine (XXV), prepared from diethyl L-malate.Acid hydrolysis of XXV afforded 9-(S)-(2,4-dihydroxybutyl)adenine (XXVI). 4-(Adenin-9-yl)-3-hydroxypentanoic acid (XXIX) was obtained by reaction of malonic acid with 2-(adenin-9-yl)-1,1-diethoxypropane (IVa) in water.