43138-66-5

Basic information

• Product Name: 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D&
• Synonyms: 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D&;1,2-O-isopropylidene-3-O-methyl-alpha-D-xylopentodialdofura;1,2-O-(isopropylidene)-3-O-methyl-alpha-D-xylo-pentodialdo-1,4-furanose;1,2-o-isopropylidene-3-o-methyl-α-d-xylopentodialdofuranose-(1,4);1,2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D- XYLOPENTODIALDOFURA 97+%;1,2-isopropylidene-3-methyl-alpha-xylopentodialdofuranose;(3aR,3aα,6aα)-2,2-Dimethyl-6α-methoxytetrahydrofuro[2,3-d]-1,3-dioxole-5α-carbaldehyde;(3aα,6aα)-2,2-Dimethyl-6α-methoxytetrahydrofuro[2,3-d]-1,3-dioxole-5α-carbaldehyde
• CAS NO: 43138-66-5
• Molecular Formula: C₉H₁₄O₅
• Molecular Weight: 202.20446
• EINECS: 256-114-8
• Product Categories: Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis
• Mol File: 43138-66-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 264.9°Cat760mmHg
• Flash Point: 112.3°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0.00945mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: −20°C
• CAS DataBase Reference: 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D&(CAS DataBase Reference)
• NIST Chemistry Reference: 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D&(43138-66-5)
• EPA Substance Registry System: 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D&(43138-66-5)

Safety Data

• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 43138-66-5(Hazardous Substances Data)

Usage

Description

1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D&, also known as 1,2-O-Isopropylidene-3-O-methyl-alpha-D-glucose, is a chemical compound derived from glucose. It features an isopropylidene group attached to the first and second hydroxyl groups of glucose, along with a methyl group attached to the third hydroxyl group. 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D& is widely utilized in organic synthesis and serves as a fundamental building block for creating various carbohydrate derivatives. Its unique structure also allows it to act as a protecting group for the hydroxyl groups of glucose in glycosylation reactions, which is crucial in the synthesis of complex carbohydrates. Moreover, 1,2-O-Isopropylidene-3-O-methyl-alpha-D-glucose finds applications in the chemical modification of carbohydrates and is involved in the production of pharmaceuticals and agrochemicals.

Uses

Used in Organic Synthesis:
1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D& is used as a key intermediate in organic synthesis for the creation of various carbohydrate derivatives. Its unique structure allows for the formation of complex molecules that are otherwise challenging to synthesize.
Used in Protecting Group Chemistry:
In glycosylation reactions, 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D& acts as a protecting group for the hydroxyl groups of glucose. This protection is essential to prevent unwanted side reactions and ensure the selective formation of the desired glycosidic linkages.
Used in Pharmaceutical Production:
1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D& is employed in the chemical modification of carbohydrates, which are vital components in the development of various pharmaceuticals. Its role in creating specific carbohydrate structures contributes to the effectiveness and targeting of these medications.
Used in Agrochemical Production:
Similarly, in the agrochemical industry, 1 2-O-ISOPROPYLIDENE-3-O-METHYL-ALPHA-D& is utilized for the chemical modification of carbohydrates. These modified carbohydrates can be used as active ingredients or additives in agrochemical products, enhancing their performance and selectivity.

InChI:InChI=1/C9H14O5/c1-9(2)13-7-6(11-3)5(4-10)12-8(7)14-9/h4-8H,1-3H3/t5-,6+,7?,8?/m1/s1

Upstream product

• 43138-65-4 1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose 
• 35506-61-7 ((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 
• 2280-44-6 D-Glucose 
• 50-99-7 D-glucose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2595-05-3 Diacetone D-glucose 
• 29587-01-7 5-[2,2-dimethyl-(4R)-1,3-dioxolan-4-yl]-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-6-yl methyl ether 
• 18968-50-8 1-[6-methoxy-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro-[2,3-d][1,3]dioxol-5-yl]-(1R)-ethane-1,2-diol 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 492-62-6 alpha-D-glucopyranose 
• 18968-50-8 3'-O-methyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 43138-64-3 1,2-:5,6-di-O-isopropylidene-3-O-methyl-α-D-glucofuranose 

Downstream Products

• 6341-67-9 1-acetyl-5,5-dimethylhydantoin 
• 116730-66-6 (4S,5R,6R)-5,6-diacetoxy-5,6-dihydro-4-methoxy-4-H-pyrido<2,1-e>imidazole-2,4-dione 
• 116730-63-3 5-deoxy-1,2-O-isopropylidene-3-O-methyl-5-ureido-β-L-idofuranuronamide 
• 116730-62-2 5-deoxy-1,2-O-isopropylidene-3-O-methyl-5-ureido-α-D-glucofuranuronamide 
• 88054-75-5 5-deoxy-1,2-O-isopropylidene-5-C-(phenylphosphinyl)-3-O-methyl-α-D-xylofuranose 
• 88054-73-3 5-deoxy-1,2-O-isopropylidene-5-C-(methoxyphenylphosphinyl)-3-O-methyl-α-D-xylofuranose 
• 88054-72-2 5-O-(imidazol-1-yl-thiocarbonyl)-1,2-O-isopropylidene-5-C-(methoxyphenylphosphinyl)-3-O-methyl-α-D-xylofuranose 
• 35506-61-7 ((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 
• 1357911-93-3 3-O-methyl-5,6-dideoxy-1,2-O-isopropylidene-5-p-methoxyphenylamino-6-nitro-α-D-glucofuranose 
• 1401112-62-6 2-((1-cyclohexyl-2-(trifluoromethyl)allyl)oxy)-6-fluoropyridine 
• 1401112-11-5 5-cyclohexyl-N-(3,5-dichlorophenyl)-N-(methylsulfonyl)-4-(trifluoromethyl)pent-4-enamide 
• 1401112-12-6 5-cyclohexyl-N-(3,5-dichlorophenyl)-N-(methylsulfonyl)-4-(trifluoromethyl)pent-4-enamide 
• 1447759-78-5 C₂₁H₂₈O₈ 
• 1447759-88-7 C₂₅H₃₆O₈ 

Relevant articles and documents

Metal-free [3+2] cycloaddition of glycosyl olefinic ester with in situ generated CF3CHN2: Access to CF3-substituted pyrazoline glycoconjugates

An efficient [3 + 2] cycloaddition of glycosyl olefinic ester with in situ generated CF3CHN2 for the syntheses of CF3-substituted pyrazoline glycoconjugate has been developed. This mild, one-pot reaction condition avoiding the use of metallic catalyst and additive will be useful in the pharmaceutical industry. This reaction features are the broad substrate scope, good functional group tolerance with good to high yields.

Comprehensive evaluation of antioxidant effects of Japanese Kampo medicines led to identification of Tsudosan formulation as a potent antioxidant agent

Oxidative stress due to the overproduction of reactive oxygen species plays an important role in the pathogenesis of various diseases. In the present study, we comprehensively evaluated the antioxidant activities of 147 oral formulations of Japanese traditional herbal medicines (Kampo medicines), representing the entire panel of oral Kampo medicines listed in the Japanese National Health Insurance Drug List, using in vitro radical scavenging assays, including the 2,2-diphenyl-1-picrylhydrazyl free radical scavenging activity assay, the superoxide anion scavenging activity assay, and the oxygen radical absorption capacity assay. Three of the formulations tested, namely, Tsudosan, Daisaikoto, and Masiningan, showed the most potent in vitro antioxidant activities and were selected for further investigation of their intracellular and in vivo antioxidant effects. The results of the 2′,7′-dichlorodihydrofluorescin diacetate assay demonstrated that all three Kampo medicines significantly inhibited hydrogen peroxide-induced oxidative stress in human hepatocellular liver carcinoma HepG2 cells. In addition, Tsudosan significantly increased the serum biological antioxidant potential values when orally administrated to mice, indicating that it also had in vivo antioxidant activity. The potent antioxidant activity of Tsudosan may be one of the mechanisms closely correlated to its clinical usage against blood stasis.

Furan glucosyl triazole type compound and preparation method and bactericide thereof

The invention relates to the field of bactericidal compounds, in particular to a furan glucosyl triazole type compound and a preparation and a bactericide thereof. The molecular formula of the furan glucosyl triazole type compound is shown in the following description, wherein R1 is methyl or benzyl, and R2 are phenyl and derivative of the phenyl or ethyl derivatives. Based on structural characteristics of the substrate fructose-6-phosphate and an ISOM catalytic hypothesis mechanism, the inventor adopts a five-membered furan glucose derivative with a similar structure as a basic skeleton, introduces an effective active group triazole structure of pesticides, designs a series of novel furan glucosyl triazole type compounds for the first time, studies the biological activities of the furan glucosyl triazole type compound, examines structure-activity relationships of the furan glucosyl triazole type compound, and lays the foundation for selecting better inhibitors.