40269-01-0

Basic information

• Product Name: Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside
• Synonyms: Methyl 3,4-O-(1-Methylethylidene)-α-D-galactopyranoside;Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside;NSC 170242;Methyl 3,4-O-(1-Methylethylidene)-a-D-galactopyranoside;Methyl 3,4-O-Isopropylidene-a-D-galactopyranoside
• CAS NO: 40269-01-0
• Molecular Formula: C₁₀H₁₈O₆
• Molecular Weight: 234.24632
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 40269-01-0.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 382.9°C at 760 mmHg
• Flash Point: 185.4°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 1.93E-07mmHg at 25°C
• Refractive Index: 1.513
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside(40269-01-0)
• EPA Substance Registry System: Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside(40269-01-0)

Safety Data

• Hazardous Substances Data: 40269-01-0(Hazardous Substances Data)

Usage

Description

Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside, with the CAS number 40269-01-0, is a white solid compound that is primarily utilized in the field of organic synthesis. It is a derivative of α-D-galactopyranoside, which is a monosaccharide commonly found in various biological systems. Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside is characterized by its unique chemical structure, which features a methyl group and an isopropylidene group protecting the 3 and 4 hydroxyl groups, respectively.

Uses

Used in Organic Synthesis:
Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside is used as an intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure allows for selective protection of specific functional groups, which is crucial in multi-step synthesis processes. Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside serves as a versatile building block for the development of novel pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside is used as a key component in the synthesis of glycosidic compounds, which are essential in the development of new drugs targeting various diseases. Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside's ability to form stable glycosidic linkages with other molecules makes it a valuable asset in the design and synthesis of bioactive molecules with potential therapeutic applications.
Used in Chemical Research:
Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside is also employed in chemical research as a model compound for studying the reactivity and selectivity of various synthetic reactions. Its unique structure allows researchers to investigate the influence of protecting groups on reaction outcomes and to develop new synthetic strategies for the preparation of complex organic molecules.
Used in Material Science:
In the field of material science, Methyl 3,4-O-Isopropylidene-α-D-galactopyranoside can be used as a component in the development of novel materials with specific properties. Its ability to form hydrogen bonds and participate in various non-covalent interactions makes it a promising candidate for the design of new materials with applications in areas such as drug delivery, sensors, and advanced materials for energy storage and conversion.

InChI:InChI=1/C10H18O6/c1-10(2)15-7-5(4-11)14-9(13-3)6(12)8(7)16-10/h5-9,11-12H,4H2,1-3H3

Upstream product

• 3396-99-4 methyl α-D-galactopyranoside 
• 104477-41-0 Methyl 3,4-O-isopropylidene-2,6-di-O-(1-methoxy-1-methylethyl)-α-D-galactopyranoside 
• 104530-14-5 Methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-α-D-galactopyranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 116-11-0 2-Methoxypropene 
• 145933-55-7 methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-α-D-lyxo-hexopyranosyl-2-ulose 
• 59-23-4 D-Galactose 
• 4163-60-4 β-D-galactose peracetate 
• 5019-22-7 methyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside 

Downstream Products

• 129247-68-3 (3aS,4R,6S,7R,7aR)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-6-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 130132-27-3 (3aS,6S,7R,7aR)-6-Methoxy-2,2-dimethyl-4-(2-phenyl-benzo[1,3]dithiol-2-yloxymethyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 28542-03-2 methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 27851-16-7 methyl 2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 53685-10-2 methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 53685-07-7 Methyl 3,4-O-isopropylidene-6-O-triphenylmethyl-α-D-galactopyranoside 
• 79526-19-5 methyl 3,4-O-isopropylidene-2,6-di-O-p-methoxybenzoyl-α-D-galactopyranoside 
• 160436-97-5 methyl 6-O-p-bromosulfonyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 114217-36-6 methyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-α-D-galactopyranoside 
• 431062-45-2 methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->6)-3,4-O-isopropylidene-α-D-galactopyranoside 
• 920741-96-4 (4S,5S)-4-((S)-1,2-Bis-benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane 
• 431062-46-3 methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->6)-2-O-acetyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 431062-47-4 methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->6)-2-O-acetyl-α-D-galactopyranoside 
• 431062-58-7 methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->6)-[2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->3)]-2-O-acetyl-α-D-galactopyranoside 

Relevant articles and documents

Stereoselective synthesis of resorcylic acid lactone Cochliomycin B

The total synthesis of 14-membered resorcylic acid lactone, Cochliomycin B has prescribed, in a convergent manner, from readily available starting materials, D-galactose, L-aspartic acid and ethyl acetoacetate. The key reactions involved in the synthesis are Julia-Kocienski olefination, E-selective Horner-Wadsworth-Emmons olefination and intramolecular lactonization.

Localization-controlled two-color luminescence imaging: Via environmental modulation of energy transfer in a multichromophoric species

We prepared a bichromophoric species 1, made of two different bodipy dyes bridged by a d-galactose unit. 1 exhibits different emission spectra when located in different compartments of biological systems, independently of its concentration. This is an unprecedented feature for a single multicomponent molecule and is due to the dependence on the environment of the photoinduced energy transfer process occurring between its bodipy subunits. Therefore, 1 can give useful information about cell composition and ultimately anomalies without requiring the simultaneous use of several different compounds, paving the way for the use of environment-controlled inter-component energy transfer to gain cell information based on luminescence imaging.

Allylic Azide Rearrangement in Tandem with Huisgen Cycloaddition for Stereoselective Annulation: Synthesis of C-Glycosyl Iminosugars

Allylic azide rearrangement is used in tandem with intramolecular azide-alkene cycloaddition to give a triazoline that when subsequently decomposed in the presence of a nucleophile gives piperidines. The tandem reaction gives two stereocenters that are generated with high control. The formation of the piperidines required the presence of innate conformational constraint. The applicability of the annulation reaction is demonstrated by the synthesis of iminosugars. A proposal is included to account for the observed stereoselectivity, which is influenced by the precursor structure.