6605-29-4

Basic information

• Product Name: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex- 2-enopyranoside
• Synonyms: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex- 2-enopyranoside;Methyl 4,6-di-O-acetyl-2,3-didehydro-2,3-dideoxy-a-D-galactopyranoside;Methyl 2,3-Dideoxy-α-D-threo-hex-2-enopyranoside Diacetate
• CAS NO: 6605-29-4
• Molecular Formula: C₁₁H₁₆O₆
• Molecular Weight: 244.241
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 6605-29-4.mol
• Article Data: 32

Chemical Properties

• Melting Point: 59°C
• Appearance: /
• CAS DataBase Reference: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex- 2-enopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex- 2-enopyranoside(6605-29-4)
• EPA Substance Registry System: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex- 2-enopyranoside(6605-29-4)

Safety Data

• Hazardous Substances Data: 6605-29-4(Hazardous Substances Data)

Usage

Description

Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (CAS# 6605-29-4) is a complex organic compound that plays a significant role in the field of organic synthesis. It is characterized by its unique molecular structure, which consists of a methyl group, two acetyl groups, and a hex-2-enopyranoside core with a dideoxy modification. Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex-
2-enopyranoside is particularly valuable for its ability to be further modified and incorporated into a wide range of other molecules, making it a versatile building block in chemical research and development.

Uses

Used in Organic Synthesis:
Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside is used as a key intermediate in the synthesis of various complex organic molecules. Its unique structure allows for a range of chemical reactions, such as esterification, acetylation, and glycosylation, which can be employed to create a diverse array of compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside is used as a building block for the development of novel drug candidates. Its ability to be modified and incorporated into other molecules makes it a valuable asset in the design and synthesis of new drugs with potential therapeutic properties.
Used in Chemical Research:
Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside is also used in chemical research to study the properties and reactivity of complex organic molecules. Researchers can use this compound to explore new reaction pathways, develop innovative synthetic methods, and gain a deeper understanding of the underlying chemical principles governing the behavior of similar compounds.
Used in Material Science:
In the field of material science, Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside can be used to develop new materials with unique properties. By incorporating this compound into the molecular structure of various materials, researchers can potentially create new polymers, coatings, or other materials with enhanced properties, such as improved strength, durability, or biocompatibility.

Upstream product

• 67-56-1 methanol 
• 52485-06-0 3,4,6-tri-O-acetyl-D-glucal 
• 2873-29-2 D-glucal triacetate 
• 149-73-5 trimethyl orthoformate 
• 2280-44-6 D-Glucose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 4098-06-0 triacetyl-D-galactal 
• 6586-65-8 3,4,6-tri-O-acetyl-D-galactal 
• 286410-13-7 phenyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-1-thio-hex-2-enopyranoside 
• 2873-29-2 Acetic acid (2R,3S,4R)-4-acetoxy-2-acetoxymethyl-3,4-dihydro-2H-pyran-3-yl ester 
• 2873-29-2 Acetic acid (2S,3S,4S)-4-acetoxy-2-acetoxymethyl-3,4-dihydro-2H-pyran-3-yl ester 

Downstream Products

• 6605-38-5 methyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 1053182-38-9 methyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 64551-84-4 methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hexopyranoside 
• 940933-70-0 (2R,4aR,6S,8aS)-2-phenyl-6-(propa-1,2-dienyloxy)hexahydropyrano[3,2-d][1,3]dioxine 
• 528584-71-6 (2S)-3-hydroxy-2-methoxycarbonyl-2H-pyran 
• 1310543-00-0 C₂₀H₂₃NO₆ 
• 93220-64-5 Methyl-4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosid 

Relevant articles and documents

Regio- And diastereoselective Pd-catalyzed synthesis of C2-aryl glycosides

An efficient regio- and diastereoselective arylation method of readily available 2,3-glycals with various aryl iodides has been established. Using the Pd(OAc)2/AsPh3 precatalytic system, this protocol proved to be general to prepare a variety of substituted C2-aryl glycosides in good yields with complete diastereoselectivity.

Montmorillonite-catalyzed glysosylation of alcohols with glycals derived from galactose and glucose under microwave-induced reactions

Montmorillonite K10-catalyzed glycosylation of alcohols with glycals obtained from galactose and glucose is performed efficiently using microwave irradiation with good anomeric selectivity.

Synthesis of paclitaxel. 1. synthesis of the abc ring of paclitaxel by SmI2-mediated cyclization

A convergent synthesis of the ABC ring of antitumor natural product paclitaxel (Taxol) is described. SmI2-mediated reductive cyclization of an allylic benzoate possessing an aldehyde function, synthesized from tri-O-acetyl-d-glucal and 1,3-cyclohexanedione, smoothly afforded the highly strained 6-8-6 tricarbocyclic structure in 66% yield.