173725-25-2

Basic information

• Product Name: TETRADECYL 2-ACETAMIDO-2-DEOXY-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
• Synonyms: TETRADECYL 2-ACETAMIDO-2-DEOXY-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE;Tetradecyl2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-b-D-glucopyranoside;TETRADECYL 2-ACETAMIDO-2-DEOXY-3,4,6-TRI-O-ACETYL-SS-D-GLUCOPYRANOSIDE;Tetradecyl 2-acetaMido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside
• CAS NO: 173725-25-2
• Molecular Formula: C28H49NO9
• Molecular Weight: 543.693
• EINECS: 1533716-785-6
• Mol File: 173725-25-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TETRADECYL 2-ACETAMIDO-2-DEOXY-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRADECYL 2-ACETAMIDO-2-DEOXY-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(173725-25-2)
• EPA Substance Registry System: TETRADECYL 2-ACETAMIDO-2-DEOXY-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(173725-25-2)

Safety Data

• Hazardous Substances Data: 173725-25-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Cosmetic Industries:
Tetradecyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranoside is used as a surfactant for its ability to lower surface tension and increase the solubility of other substances, which is crucial in the formulation of emulsions and creams.
Used in Drug Delivery Systems:
Tetradecyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranoside has potential applications in drug delivery systems, where its amphiphilic nature and solubility-enhancing properties can be leveraged to improve the delivery and bioavailability of pharmaceutical agents.
Used in Skincare Products:
In the skincare industry, Tetradecyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranoside is used as an ingredient to improve the texture and performance of creams and lotions, providing a smooth application and enhanced absorption of active ingredients.

Upstream product

• 112-72-1 1-Tetradecanol 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 2873-29-2 D-glucal triacetate 

Downstream Products

• 152914-69-7 n-tetradecyl 2-acetamido-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Novel stereocontrolled amidoglycosylation of alcohols with acetylated glycals and sulfamate ester

A regio- and stereo-controlled, one-pot amidoglycosylation of alcohols has been achieved using O-acetylated glycals, trichloroethoxysulfonamide, and iodosobenzene in the presence of a rhodium(ii) catalyst. The reaction would proceed via stereoselective intermolecular aziridination of the glycal. This journal is the Partner Organisations 2014.

Convenient stereocontrolled amidoglycosylation of alcohols with acetylated glycals and trichloroethoxysulfonamide

A regio- and stereo-controlled, rhodium(II)-catalyzed amidoglycosylation of alcohols has been developed using O-acetylated glycals, trichloroethoxysulfonamide, and iodosobenzene. This one-pot amidoglycosylation was applied to a variety of primary and secondary alcohols to afford the β-O-glycosides with acceptable yields up to 84%. The reaction would proceed via stereoselective intermolecular aziridination of the glycal from the α-face followed by SN2 reaction with alcohol at C-1 from the β-face to give 1,2:2,3-di-trans-substituted isomer only.

Synthesis and surface-active properties of some alkyl 2-amino-2-deoxy-β-D-glucopyranosides

Several alkyl 2-acetamido-2-deoxy-β-D-glucopyranosides were synthesized using either the oxazoline or the N-allyloxycarbonyl procedure.The latter procedure gave better yields with fatty alcohols and cholesterol.The derivatives thus prepared were partly of fully deprotected and their surface-active properties assessed.Keywords: 2-Amino-2-deoxy-D-glucose; Amphiphiles; Surfactant; 14C-labelled