13042-38-1

Basic information

• Product Name: 1,4:3,6-dianhydro-D-glucitol diacetate
• Synonyms: 1,4:3,6-Dianhydro-D-glucitol diacetate; D-Glucitol, 1,4:3,6-dianhydro-, diacetate; 2,5-di-O-acetyl-1,4:3,6-dianhydrohexitol
• CAS NO: 13042-38-1
• Molecular Formula: C₁₀H₁₄O₆
• Molecular Weight: 230.2146
• EINECS: 235-916-1
• Mol File: 13042-38-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 309.8°C at 760 mmHg
• Flash Point: 135.1°C
• Density: 1.29g/cm³
• Vapor Pressure: 0.000624mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: 1,4:3,6-dianhydro-D-glucitol diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4:3,6-dianhydro-D-glucitol diacetate(13042-38-1)
• EPA Substance Registry System: 1,4:3,6-dianhydro-D-glucitol diacetate(13042-38-1)

Safety Data

• Hazardous Substances Data: 13042-38-1(Hazardous Substances Data)

Usage

General Description

1,4:3,6-dianhydro-D-glucitol diacetate, also known as Dianhydrogalactitol diacetate, is a synthetic derivative of Dianhydro-D-glucitol, a naturally occurring sugar alcohol. It is commonly used as a medication in the treatment of various cancers, including brain tumors, ovarian cancer, and malignant melanoma. This chemical compound is believed to have cytotoxic effects on cancer cells, inhibiting their growth and proliferation. It is typically administered through intravenous infusion and works by disrupting the DNA replication and cell division processes in cancer cells. While 1,4:3,6-dianhydro-D-glucitol diacetate has shown promising results in clinical trials, it may also have potential side effects and interactions with other medications, so it should be used under the supervision of a qualified healthcare professional.

Upstream product

• 108-24-7 acetic anhydride 
• 652-67-5 Isosorbide 
• 64-19-7 acetic acid 
• 50-70-4 D-sorbitol 

Downstream Products

• 13042-39-2 isosorbide 2-acetate 
• 16106-20-0 isosorbide mononitrate 
• 652-67-5 Isosorbide 

Relevant articles and documents

Development of a Practical Enzymatic Synthesis of Isosorbide-2-acetate

Using immobilized lipase, we developed an enzymatic synthesis of isosorbide-2-acetate (1), a key intermediate in the preparation of isosorbide-5-mononitrate. 1 was prepared in high yield (～92%) with excellent regioselectivity (>99.5% d.e.) through hydrolysis (Novozym 435) or alcoholysis (lipase PS IM) of isosorbide-2,5-diacetate. The conditions for the enzymatic process were optimized. The substrate concentration could be 400-500 g/L, and the enzyme to substrate ratio was 10 wt %. The feasibility of enzyme recycling was also demonstrated. In addition, the enzymatic process was carried out on a kilogram scale and was proved to be scalable, efficient, and economical.

Method for synthesizing isohexitol ester

The invention discloses a method for synthesizing isohexitol ester, which is characterized in that a material containing hexitol and an esterifying agent is contacted with a solid acid catalyst in the presence of an aprotic solvent, and the isohexitol ester is obtained through one-pot one-step reaction. The method is especially suitable for the reaction of directly synthesizing the isohexitol ester, especially isosorbide ester, from hexitol, especially sorbitol, the total yield of the obtained isohexitol ester is 80% or above, and the yield of the isosorbide dicarboxylate reaches 60% or above.

Selective Methylmagnesium Chloride Mediated Acetylations of Isosorbide: A Route to Powerful Nitric Oxide Donor Furoxans

Isosorbide was functionalized with furoxan for the first time to give adducts that release nitric oxide up to 7.5 times faster than the commercial vasodilator, isosorbide-5-mononitrate (Is5N). The synthesis was facilitated by MeMgCl-mediated selective acetylation of isosorbide or selective deacetylation of isosorbide-2,5-diacetate, which was rationalized in terms of a more stable 5-alkoxide magnesium salt using DFT. Isosorbide-furoxans are safer to handle than Is5N due to greater thermal stability.