2319-57-5

Basic information

• Product Name: L-THREITOL
• Synonyms: L-1,2,3,4-BUTANETETROL;L(-)-THREITOL;L-THREITOL;(2S,3S)-1,2,3,4-BUTANETETROL;(2S,3S)-(-)-1,2,3,4-BUTANETETROLE;(2S,3S)-Butane-1,2,3,4-tetraol;L(-)-Threitol,98%;L-Threitol
• CAS NO: 2319-57-5
• Molecular Formula: C₄H₁₀O₄
• Molecular Weight: 122.12
• Product Categories: Biochemistry;Sugar Alcohols;Sugars
• Mol File: 2319-57-5.mol
• Article Data: 35

Chemical Properties

• Melting Point: 87-90 °C(lit.)
• Boiling Point: 147.51°C (rough estimate)
• Flash Point: 208.7°C
• Appearance: white fine crystalline powder
• Density: 1.0151 (rough estimate)
• Refractive Index: 1.4502 (estimate)
• Storage Temp.: -20°C
• Solubility: almost transparency in Methanol
• PKA: 13.27±0.20(Predicted)
• BRN: 1719754
• CAS DataBase Reference: L-THREITOL(CAS DataBase Reference)
• NIST Chemistry Reference: L-THREITOL(2319-57-5)
• EPA Substance Registry System: L-THREITOL(2319-57-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 2319-57-5(Hazardous Substances Data)

Usage

Description

L-Threitol is a white, fine crystalline powder that serves as a valuable synthetic intermediate in the chemical and pharmaceutical industries. It is a diastereomer of Erythritol (E650100), which is a known food additive.

Uses

Used in Pharmaceutical Industry:
L-Threitol is used as a synthetic intermediate for the development of novel aza-sugar-based metalloproteinase MMP/ADAM inhibitors. These inhibitors play a crucial role in various therapeutic applications, including the treatment of diseases associated with the dysregulation of these enzymes.
Used in Food Industry:
As a diastereomer of Erythritol (E650100), L-Threitol has potential applications in the food industry as an additive. Erythritol is known for its sweetening properties and is used as a sugar substitute, making L-Threitol a possible candidate for similar applications in the food and beverage sector.

InChI:InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m0/s1

Upstream product

• 87-92-3 (+)-(2R,3R)-dibutyl tartrate 
• 60989-82-4 (2S,3S)-(–)-2,3-di(hydroxymethyl)-1,4-dioxaspiro[4.5]decane 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 608-68-4 dimethyl L-tartrate 
• 67-56-1 methanol 
• 120399-40-8 diethyl (2R,3R)-2,3-diacetyltartrate 
• 35572-34-0 (4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane 
• 6974-12-5 1,4-dibromo-2-butene 
• 583-50-6 D-erythrose 
• 106-99-0 buta-1,3-diene 
• 50-00-0 formaldehyd 
• 141-46-8 Glycolaldehyde 
• 7558-94-3 erythrose 
• 9004-34-6 cellulose 

Downstream Products

• 87-69-4 L-Tartaric acid 
• 64-18-6 formic acid 
• 101790-29-8 1,3:2,4-di-O-benzylidenerythritol 
• 149815-82-7 1-formyloxy-2-hydroxy-3-butene 
• 188290-36-0 thiophene 
• 513-48-4 2-butyl iodide 
• 3405-32-1 1,2,3,4-tetrachlorobutane 
• 488-16-4 (+/-)-erythronic acid 
• 144-62-7 oxalic acid 
• 110-15-6 succinic acid 
• 64-19-7 acetic acid 
• 107-92-6 butyric acid 
• 142-62-1 hexanoic acid 
• 50-00-0 formaldehyd 

Relevant articles and documents

Product Control and Insight into Conversion of C6 Aldose Toward C2, C4 and C6 Alditols in One-Pot Retro-Aldol Condensation and Hydrogenation Processes

Alcohols have a wide range of applicability, and their functions vary with the carbon numbers. C6 and C4 alditols are alternative of sweetener, as well as significant pharmaceutical and chemical intermediates, which are mainly obtained through the fermentation of microorganism currently. Similarly, as a bulk chemical, C2 alditol plays a decisive role in chemical synthesis. However, among them, few works have been focused on the chemical production of C4 alditol yet due to its difficult accumulation. In this paper, under a static and semi-flowing procedure, we have achieved the product control during the conversion of C6 aldose toward C6 alditol, C4 alditol and C2 alditol, respectively. About C4 alditol yield of 20 % and C4 plus C6 alditols yield of 60 % are acquired in the one-pot conversion via a cascade retro-aldol condensation and hydrogenation process. Furthermore, in the semi-flowing condition, the yield of ethylene glycol is up to 73 % thanks to its low instantaneous concentration.

Domino Hydroalkoxylation-[4+2]-Cycloaddition for Stereoselective Synthesis of 1,4-Heterocycle-Fused Chromenes: Rapid Access to the [6-6-7-6] Tetracyclic Core of Cytorhizhins B–D

A substrate dependent regio- and stereoselective domino hydroalkoxylation-formal-[4+2] cycloaddition is described for the facile synthesis of linear as well as spirocyclic 1,4-heterocycle-fused chromene ketals. Enantiospecific synthesis of oxazepino chromene derivatives was successfully carried out using chiral pool amino alkynols. The developed hydroalkoxylation cascade offered rapid access to the spirocyclic [6-6-7-6] tetracyclic core of cytorhizhins B–D with correct relative configuration.

CYCLIC COMPOUND

The present invention provides compounds having a Toll-like receptor 4 (TLR4) signaling inhibitory action useful as preventive and therapeutic drugs of autoimmune disease and/or inflammatory disease or diseases such as chemotherapy-induced peripheral neuropathy (CIPN), chemotherapy-induced neuropathic pain (CINP), liver injury, ischemia-reperfusion injury (IRI) and the like. The present invention relates to a compound represented by formula (I) and a salt thereof: (wherein, each symbol is explained in greater detail in the specification).