3,4-Di-O-acetyl-6-deoxy-L-glucal TCI D2752

Name: TCI D2752 34819-86-8 3,4-Di-O-acetyl-6-deoxy-L-glucal
Brand: TCI
SKU: TCI2510D275223077
Price: 1623300.0 IDR
Availability: InStock

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Berat 1g 5g

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Description

TCI D2752 3,4-Di-O-acetyl-6-deoxy-L-glucal (CAS 34819-86-8) is a protected carbohydrate building block belonging to the glycoscience category. The compound is a glycal derivative — a cyclic sugar bearing an enol ether double bond at the anomeric position — in which two hydroxyl groups have already been protected as acetate esters and the six position carries no hydroxyl group at all. This combination makes it a ready-to-use starting material for carbohydrate chemists who wish to construct L-configured 6-deoxy sugar units without having to carry out many separate protection and deoxygenation steps themselves.

The property that makes this material sought after is the characteristic reactivity of a glycal. The electron-rich double bond at the anomeric position is readily activated by Lewis acids and by electrophiles, opening the way to Ferrier rearrangement for the preparation of 2,3-unsaturated glycosides, as well as to addition reactions such as epoxidation, halogenation, and amination that allow the stereochemistry of the product to be controlled. The acetate groups act as protecting groups that remain stable during reaction yet can be removed selectively under mild basic conditions. The L configuration and the 6-deoxy pattern matter as well, because many rare sugars found in natural products and antibiotics are built on a similar framework.

In Indonesian laboratories, a compound of this type is typically used in university and institute research groups working on synthetic carbohydrate chemistry, natural product synthesis, and glycoscience-oriented chemical biology. It is usually purchased in small research quantities for methodology development, for the preparation of glycoside intermediates on a laboratory scale, and for postgraduate research projects where the availability of a pre-protected, pre-deoxygenated building block shortens a synthetic route considerably and improves the reproducibility of the work.

Laboratory Applications

Ferrier rearrangement chemistry — the electron-rich anomeric double bond is activated by Lewis acids to give 2,3-unsaturated glycosides directly, making this a standard entry point for such routes.
Rare sugar synthesis — the L configuration together with the 6-deoxy pattern matches the framework found in many rare sugars, so the skeleton required for such targets is already in place.
Natural product and antibiotic-related synthesis — many antibiotic sugar units are built on a comparable 6-deoxy framework, allowing this glycal to serve as an advanced intermediate rather than a raw sugar.
Stereocontrolled addition reactions — the glycal double bond undergoes epoxidation, halogenation, and amination, and these additions permit chemists to control the stereochemistry of newly formed centres.
Protecting-group methodology studies — the two acetate esters remain stable through reaction yet can be cleaved selectively under mild basic conditions, which suits work on selective deprotection strategies.

Specifications

Brand: TCI (Tokyo Chemical Industry)
CAS number: 34819-86-8
Chemical name: 3,4-Di-O-acetyl-6-deoxy-L-glucal
Category: Chemistry > Chemical Biology > Glycoscience
Pack sizes: supplied in research-scale catalogue pack sizes; please refer to the current TCI listing for available options
Storage: store as indicated on the manufacturer's label and accompanying documentation

Handling and Storage

Store the container tightly closed in a cool, dry, and well-ventilated place, away from heat, direct sunlight, moisture, and incompatible materials, and follow the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or in a clean, chemically compatible and clearly labelled glass container if transfer is necessary. Handle in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat. Because the acetate protecting groups are sensitive to basic conditions, avoid contact with bases and minimise exposure to atmospheric moisture during weighing and transfer. Consult the safety data sheet before use and dispose of waste according to institutional chemical waste procedures.