129141-48-6

Usage

Type of compound

Diol, containing two hydroxyl (alcohol) groups

Heterocyclic ring

Dioxolane ring, consisting of four carbon atoms and two oxygen atoms

Industrial applications

Used as a solvent and a reagent in organic synthesis

Safety precautions

Potential health hazards if mishandled, handle with care

Upstream product

• 917-54-4 methyllithium 
• 94482-90-3 (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate 
• 147107-58-2 (R)-1-(tert-Butyl-diphenyl-silanyloxy)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol 
• 92973-40-5 methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 94451-17-9 (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate 
• 91274-05-4 (2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 
• 147107-70-8 1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose 
• 115114-86-8 3,4-O-isopropylidene-L-(S)-erythrulose 

Downstream Products

• 136025-65-5 (S)-(+)-3,4-dibenzyloxy-4-methyl-1-butanol 
• 147107-71-9 C₁₉H₂₂O₂ 
• 147107-72-0 (2S,3R)-3,4-Bis-benzyloxy-3-methyl-butane-1,2-diol 

Relevant academic research and scientific papers

Diastereoselectivity in Organometallic Additions to the Carbonyl Group of Protected Erythrulose Derivatives

We have investigated a number of nucleophillic additions to L-erythrulose derivatives (4-12) bearing protective O-silyl, O-benzyl, and O-trityl groups in various relative positions. The results are discussed in the frame of chelated vs nonchelated transit

Diastereoselective Addition of Grignard Reagents to 3,4-O-Isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose and 1-O-Benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose

Diastereoselectivity in the addition of Grignard reagents (RMgX) to 3,4-O-isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose (1) and 1-O-benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose (2) depended remarkably on R, X, the solvent, and the reactio

Diastereoselective Synthesis of Enantiomeric Tertiary Alcohols via Nucleophilic Additions to Protected D- and L-Erythrulose Derivatives

The diastereoselectivity of the addition of several organometallic reagents to the carbonyl group of protected D- and L-erythrulose derivatives has been investigated.Tertiary alcohols are stereoselectively formed, the diastereomeric ratio being markedly d

Diastereoselective Addition of Organometallics to 3,4-O-Isopropylidene-l-glycero-2-tetrulose Derivatives

Diastereoselectivity in the addition of Grignard reagents (RMgX) to 1-O-benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose and 3,4-isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose (2) depended remarkably on X, R, and the reaction temperature.The addition of EtMgBr, i-PrMgBr, and BuMgCl to 2 at 0 deg C gave (2R,3S)-adducts with high diastereoselectivity ( 94percent de).