84379-52-2

Usage

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 
• 100-39-0 benzyl bromide 
• 38270-72-3 dimethyl 2,3-O-benzylidene-L-tartrate 
• 87-91-2 diethyl (2R,3R)-tartrate 
• 35572-31-7 (4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester 
• 608-68-4 dimethyl L-tartrate 
• 21154-16-5 (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid diethyl ester 
• 91326-83-9 (4S,5S)-dimethyl 2-phenyl-1,3-dioxolane-4,5-dicarboxylate 
• 38270-70-1 dimethyl meso-2,3-O-benzylidenetartrate 
• 104333-70-2 (2R,3R)-2-benzyloxy-3-hydroxy-1,4-butanedioic acid dimethyl ester 
• 1450667-24-9 C₂₃H₂₄O₂Si 
• 1450667-23-8 C₂₅H₂₆O₃Si 
• 119770-87-5 (2R,3R)-diethyl 2-(benzyloxy)-3-hydroxysuccinate 

Downstream Products

• 84379-54-4 (R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 165545-35-7 ((2S,4R,5R)-5-Benzyloxy-2-phenyl-[1,3]dioxan-4-yl)-methanol 
• 753020-01-8 (R)-2-(benzyloxy)-2-[(R)-2,2-diethyl-1,3-dioxolan-4-yl]ethanol 
• 753020-02-9 (2R,3S)-2-O-benzyl-3,4-O-(3'-pentylidene)-2,3,4-trihydroxybutanal 
• 753020-03-0 (2R,3R)-3-O-benzyl-1,2-O-(3'-pentylidene)-5-octadecyn-1,2,3,4-tetrol 
• 753020-04-1 (2R,3R)-3-O-benzyl-1,2-O-(3'-pentylidene)-4-oxo-5-octadecyn-1,2,3-triol 
• 753020-11-0 (2R,3R,4S)-3-O-benzyl-1,2-O-(3'-pentylidene)-5-octadecyn-1,2,3,4-tetrol 
• 753020-06-3 (2R,3R,4S)-3,4-dibenzyloxy-5-octadecyn-1,2,3,4-tetrol 
• 1053714-00-3 (2S,3S,4S)-2-Amino-3,4-bis-benzyloxy-octadec-5-yn-1-ol 
• 753020-07-4 (2S,3S,4S)-2-azido-3,4-dibenzyloxy-5-octadecyn-1,3,4-triol 
• 1054820-39-1 (R)-4-((1R,2S)-1,2-Bis-benzyloxy-hexadec-3-ynyl)-2,2-diethyl-[1,3]dioxolane 
• 1053626-17-7 (2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal 
• 753020-08-5 (2S,3S,4S)-2-N,N-dibenzylamino-3,4-dibenzyloxy-5-octadecyn-1,3,4-triol 
• 753020-09-6 dimethyl (3S,4S,5S)-3-N,N-dibenzylamino-4,5-dibenzyloxy-6-octadecyn-(1E)-enephosphonate 

Relevant academic research and scientific papers

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.

Synthesis and anticancer profile of novel sphingoid base-like compounds with a quaternary stereocentre

The synthesis of novel sphingoid base-like compounds with a quaternary stereocentre was achieved in a sequence featuring [3,3]-sigmatropic rearrangements and olefin cross-metathesis transformation as the key reaction steps, which were accompanied by the rational selection of suitable functional group transformations. The stereochemistry of the desired tetra-substituted carbon bearing nitrogen functionality was determined via NOESY experiments of the advanced oxazolidine-2-thiones. Cell viability experiments revealed significant antiproliferative/cytotoxic activity of the target compounds 7, ent-7 and 29 against the Jurkat cell line, with the IC50 values of 6.6 μM, 5.6 μM and 6.1 μM, respectively.

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.

Production of optically active 2 - vinylcyclopropane - 1, 1 - dicarboxylic acid ester

Provided is a method for producing an optically active 1-amino-2-vinylcyclopropane-1-carboxylic acid ester and 2-vinylcyclopropane-1,1-dicarboxylic acid ester, which do not isomerize during a reaction, with an inexpensive and easily obtainable optically a

Total synthesis of pachastrissamine together with its 4-epi-congener via [3,3]-sigmatropic rearrangements and antiproliferative/cytotoxic evaluation Dedicated to Associated Professor Ladislav Knie?o on the occasion of his 70th birthday

Synthesis of the HCl salts of two anhydrophytosphingosines, jaspine B (1) and its 4-epi-congener 5 from easily available dimethyl l-tartrate and/or l-arabinose, is described. The key transformations are the efficient incorporation of a chiral amino group

Total synthesis of pachastrissamine together with its 4-epi-congener via [3,3]-sigmatropic rearrangements and antiproliferative/cytotoxic evaluation Dedicated to Associated Professor Ladislav Knieo on the occasion of his 70th birthday

Synthesis of the HCl salts of two anhydrophytosphingosines, jaspine B (1) and its 4-epi-congener 5 from easily available dimethyl l-tartrate and/or l-arabinose, is described. The key transformations are the efficient incorporation of a chiral amino group

Total Synthesis of Gelsemoxonine through a Spirocyclopropane Isoxazolidine Ring Contraction

Plants of the species Gelsemium have found application in traditional Asian medicine for over a thousand years. Gelsemoxonine represents a novel constituent of this plant incorporating a highly functionalized azetidine at its core. We herein report a full

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.

Enantioselective construction of 6-substituted-α,β-unsaturated- δ-lactone: Total synthesis of anti-bacterial agent (-)-cleistenolide

An efficient and straightforward stereoselective synthesis of α,β-unsaturated lactone (1) cleistenolide is described. The synthesis was started from commercially available d-tartaric acid and completed within 13 steps with an overall yield of 7.92%. The cis-olefin was generated from Still-Gennari protocol and one of the hydroxyl groups was from dihydroxylation methodology. All the reactions were very clean and the products were obtained in very good yields.

Facile synthesis of (2R,3S)-2-benzyloxy-3-hydroxybutyrolactone

The heterocyclic diols derived from L-dimethyl tartrate are important chiral synthons in organic synthesis. In particular, L-threosolactone and L-threosolactam structures are versatile precursors for the synthesis of biologically active molecules. Structu