84379-52-2

Basic information

• Product Name: (-)-2-O-BENZYL-D-THREITOL
• Synonyms: (2R,3R)-(-)-2-BENZYLOXY-1,3,4-BUTANETRIOL;(2R,3R)-3-(PhenylMethoxy)-1,2,4-butanetriol;(-)-2-O-BENZYL-D-THREITOL
• CAS NO: 84379-52-2
• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24
• Mol File: 84379-52-2.mol
• Article Data: 30

Chemical Properties

• Melting Point: 75-77 °C
• Boiling Point: 424.1°C at 760 mmHg
• Flash Point: 210.3°C
• Appearance: /
• Density: 1.238g/cm³
• Vapor Pressure: 6.01E-08mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (-)-2-O-BENZYL-D-THREITOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-2-O-BENZYL-D-THREITOL(84379-52-2)
• EPA Substance Registry System: (-)-2-O-BENZYL-D-THREITOL(84379-52-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-9
• Hazardous Substances Data: 84379-52-2(Hazardous Substances Data)

Usage

Description

(-)-2-O-Benzyl-D-threitol is a chiral, organic compound with the molecular formula C14H18O2. It belongs to the family of alcohols and is characterized by its benzyl group and hydroxyl functional groups, which provide reactivity and solubility. (-)-2-O-BENZYL-D-THREITOL is commonly used in organic synthesis as a chiral building block, particularly for the production of pharmaceuticals and biologically active molecules.

Uses

Used in Pharmaceutical Industry:
(-)-2-O-Benzyl-D-threitol is used as a chiral building block for the synthesis of pharmaceuticals and biologically active molecules. Its unique structure allows for the creation of enantiomerically pure compounds, which are essential for the development of effective and safe medications.
Used in Asymmetric Synthesis:
(-)-2-O-Benzyl-D-threitol is used as a chiral ligand and catalyst in asymmetric synthesis. Its presence can help control the stereochemistry of reactions, leading to the formation of enantiomerically enriched products. This is crucial in the production of chiral compounds with specific biological activities.
Used in Materials Science:
(-)-2-O-Benzyl-D-threitol has potential applications in the field of materials science. Its chiral nature and functional groups can be utilized to create new materials with unique properties, such as optically active polymers or self-assembling systems.
Used in Analytical Chemistry:
(-)-2-O-Benzyl-D-threitol can be employed as a chiral resolving agent in analytical chemistry. It can help in the separation and analysis of enantiomers, which is important for understanding the stereochemistry of molecules and their biological activities.

InChI:InChI=1/C11H16O4/c12-6-10(14)11(7-13)15-8-9-4-2-1-3-5-9/h1-5,10-14H,6-8H2/t10-,11-/m1/s1

Upstream product

• 13811-71-7 diethyl (2S,3S)-tartrate 
• 100-52-7 benzaldehyde 
• 87-91-2 diethyl (2R,3R)-tartrate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 104333-70-2 (2R,3R)-2-benzyloxy-3-hydroxy-1,4-butanedioic acid dimethyl ester 
• 91326-83-9 (4S,5S)-dimethyl 2-phenyl-1,3-dioxolane-4,5-dicarboxylate 
• 38270-70-1 dimethyl meso-2,3-O-benzylidenetartrate 
• 608-68-4 dimethyl L-tartrate 
• 1450667-24-9 C₂₃H₂₄O₂Si 
• 1450667-23-8 C₂₅H₂₆O₃Si 
• 119770-87-5 (2R,3R)-diethyl 2-(benzyloxy)-3-hydroxysuccinate 
• 100-39-0 benzyl bromide 
• 35572-31-7 (4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester 
• 21154-16-5 diethyl-2,3-O-benzylidene-D-tartrate 

Downstream Products

• 753020-01-8 (R)-2-(benzyloxy)-2-[(R)-2,2-diethyl-1,3-dioxolan-4-yl]ethanol 
• 94451-15-7 4-O-benzoyl-2-O-benzyl-1,2-O-isopropylidene-L-threitol 
• 194283-76-6 4-O-benzoyl-2-O-benzyl-L-threitol 
• 194283-77-7 Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-butyl ester 
• 194283-82-4 (E)-3-[(1S,2R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-oxo-propoxy]-acrylic acid methyl ester 
• 194283-79-9 (E)-3-[(1S,2S)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-propoxy]-acrylic acid methyl ester 
• 194283-78-8 Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester 
• 165545-36-8 (2S,4R,5R)-5-Benzyloxy-2-phenyl-4-(2,2,2-trichloro-ethyl)-[1,3]dioxane 
• 89157-42-6 1-O-hexadecyl-2-O-benzyl-D-glyceraldehyde 
• 84379-57-7 1-O-hexadecyl-2-O-benzyl-D-threitol 
• 84379-55-5 1-O-hexadecyl-2-O-benzyl-3,4-O-isopropylidene-D-threitol 
• 84415-89-4 (S)-2-benzyloxy-3-hexadecyloxy-propan-1-ol 
• 91326-84-0 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-phosphocholine 
• 91274-00-9 2-bromoethyl 2-O-benzyl-L-1-O-hexadecyl-glyceryl hydrogen phosphate 

Relevant articles and documents

Studies toward the total synthesis of amphidinolide n: stereocontrolled synthesis of the c13-c29 segment

A stereocontrolled synthesis of the C13-C29 segment of amphidinolide N, a marine macrolide natural product that is extremely potent cytotoxic, is described.

EP300/CREBBP INHIBITOR

The present invention provides a compound having excellent histone acetyltransferase inhibitory activity against EP300 and/or CREBBP, or a pharmacologically acceptable salt thereof. The compound is represented by the following formula (1) or a pharmacologically acceptable salt thereof: wherein ring Q1, ring Q2, R1, R2, R3 and R4 respectively have the same meanings as defined in the specification.

Reaction of (2S,3S)-2-benzyloxybutane-1,2,4-triol with N,N′-carbonyldiimidazole

(2S,3S)-2-Benzyloxybutane-1,2,4-triol reacted with N,N′-carbonyldiimidazole to give a mixture of the expected 1,2-carbonate and the corresponding bis-carbonate.