87604-49-7

Upstream product

• 61821-85-0 (2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethanol 
• 100-39-0 benzyl bromide 
• 74183-62-3 (1RS,4'R)-1-<2',2'-Dimethyl-1',3'-dioxolan-4'-yl>aethanol 
• 100-44-7 benzyl chloride 
• 114184-94-0 ethyl (R)-2-[(4'R)-2',2'-dimethyl-1,3-dioxolan-4'-yl]-2-hydroxyacetate 
• 53329-00-3 [(but-3-en-2-yloxy)methyl]benzene 
• 67-64-1 acetone 
• 200957-93-3 (2R,3S)-3,4-epoxy-1,2-O-isopropylidenebutane-1,2-diol 
• 114184-97-3 (S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol 
• 50271-42-6 5,6-O-isopropylidene-D-isoascorbic acid 

Downstream Products

• 33106-32-0 (S)-2-(benzyloxy)propanoic acid 
• 81445-44-5 (S)-2-(benzyloxy)propanal 
• 33106-64-8 (S)-2-(benzyloxy)propan-1-ol 
• 114185-05-6 1,3-O-dibenzylbutane-1,2R,3S-triol 
• 114185-03-4 (2R,3S)-3-O-benzyl-1,2-O-benzylidenebutane-1,2,3-triol 
• 114185-06-7 (2R,3S)-2,3-di-O-benzylbutane-1,2,3-triol 
• 114185-04-5 (2R,3S)-3-(benzyloxy)-1,2-epoxybutane 
• 87604-55-5 (2R,3S)-3-O-benzylbutane-1,2,3-triol 

Relevant academic research and scientific papers

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.

ON THE STERIC COURSE OF THE ADDITION OF SOME ORGANOMETALLIC REAGENTS TO (R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE. SYNTHESIS OF OPTICALLY ACTIVE α-BENZYLOXY ALDEHYDES, ALCOHOLS, CARBOXYLIC ACIDS AND 1,2-DIOLS.

Organo-titanium and organo-zinc reagents were added stereoselectively to (R)-2,3-isopropylidene glyceraldehyde (1) to give the alcohols 2/3, which were converted into the optically active derivatives 4-11.