24332-71-6

Basic information

• Product Name: L-Iditol,1,4:3,6-dianhydro-
• Synonyms: Iditol,1,4:3,6-dianhydro-, L- (8CI); Furo[3,2-b]furan, L-iditol deriv.; 1,4:3,6-Dianhydro-L-iditol; NSC 231906
• CAS NO: 24332-71-6
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.1412
• Mol File: 24332-71-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 372.1°Cat760mmHg
• Flash Point: 178.8°C
• Density: 1.475g/cm³
• CAS DataBase Reference: L-Iditol,1,4:3,6-dianhydro-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Iditol,1,4:3,6-dianhydro-(24332-71-6)
• EPA Substance Registry System: L-Iditol,1,4:3,6-dianhydro-(24332-71-6)

Safety Data

• Hazardous Substances Data: 24332-71-6(Hazardous Substances Data)

Usage

General Description

L-Iditol, 1,4:3,6-dianhydro- is a chemical compound with the molecular formula C6H10O5. It is also known as isosorbide and is a type of sugar alcohol. L-Iditol, 1,4:3,6-dianhydro- is frequently used in the production of various pharmaceuticals, including as a precursor for the synthesis of certain drugs. Its most well-known application is in the production of isosorbide dinitrate, a medication used to prevent chest pain (angina) in patients with certain heart conditions. Additionally, it is used in the production of certain polymers and resins, as well as in the manufacture of plasticizers and surfactants.

Upstream product

• 3014-56-0 (3S,3aR,6S,6aR)-6-(benzoyloxy)hexahydrofuro[3,2-b]furan-3-yl benzoate 
• 67-56-1 methanol 
• 2914-23-0 barium methoxide 
• 54522-28-0 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol 
• 7647-01-0 hydrogenchloride 
• 48107-55-7 (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diamine 
• 64-17-5 ethanol 
• 641-74-7 1,4:3,6-dianhydro-D-mannitol 
• 652-67-5 Isosorbide 
• 488-45-9 L-iditol 
• 7664-93-9 sulfuric acid 
• 50-70-4 D-sorbitol 
• 616-38-6 carbonic acid dimethyl ester 
• 100-46-9 benzylamine 

Downstream Products

• 3014-56-0 (3S,3aR,6S,6aR)-6-(benzoyloxy)hexahydrofuro[3,2-b]furan-3-yl benzoate 
• 24808-19-3 (3S,3aS,6S,6aS)-6-[(methylsulfonyl)oxy]hexahydrofuro[3,2-b]furan-3-yl methanesulfonate 
• 54522-28-0 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol 
• 103617-84-1 2-O-allyl-1,4:3,6-dianhydro-L-iditol 
• 6338-34-7 (3S,3aR,6S,6aR)-3,6-Bis-allyloxy-hexahydro-furo[3,2-b]furan 
• 1201908-67-9 (3S,3aS,6S,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonate 
• 1353755-28-8 2,5-(benzylimino)-2,5-dideoxy-1,4:3,6-dianhydro-D-mannitol 
• 1453124-78-1 C₂₄H₁₈F₁₂N₄O₂S₂ 

Relevant articles and documents

Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio- and Stereoselective Issues

The regio and diastereoselective direct mono or diamination of bio-based isohexides (isosorbide and isomannide) has been developed through borrowing hydrogen (BH) methodology using a cooperative catalysis between an iridium complex and a Br?nsted acid. The access to chiral amino-alcohol (NH2-OH) and diamine (NH2-NH2), interesting optically pure bio-based monomers, was also proposed using BH strategy as a sustainable route for their obtention.

Is water a suitable solvent for the catalytic amination of alcohols?

The catalytic conversion of biomass and biogenic platform chemicals typically requires the use of solvents. Water is present already in the raw materials and in most cases a suitable solvent for the typically highly polar substrates. Hence, the development of novel catalytic routes for further processing would profit from the optimization of the reaction conditions in the aqueous phase mainly for energetic reasons by avoiding the initial water separation. Herein, we report the amination of biogenic alcohols in aqueous solutions using solid Ru-based catalysts and ammonia as a reactant. The influence of different support materials and bimetallic catalysts is investigated for the amination of isomannide as a biogenic diol. Most importantly, the transferability of the reaction conditions to various other primary and secondary alcohols is successfully proved. Hence, water appears to be a suitable solvent for the sustainable production of biogenic amines and offers great potential for further process development.

ISOIDIDE MANUFACTURE AND PURIFICATION

Methods are provided for the conversion of isosorbide to isoidide, wherein the isosorbide contains sorbitan impurities. The impurities in the isosorbide subjected to epimerization are converted to hydrodeoxygenation products. A method for synthesizing isoidide, comprising, providing an isosorbide containing one or more sorbitans; and, epimerizing the isosorbide to form an epimerization product comprising isoidide and hydrodeoxygenation products.