155197-37-8

Basic information

• Product Name: BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
• Synonyms: BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE;BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;Butyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside;BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-SS-D-GLUCOPYRANOSIDE;Butyl-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside;Butyl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside 3,4,6-triacetate;(2R,3S,4R,5R,6R)-5-acetamido-2-(acetoxymethyl)-6-butoxytetrahydro-2H-pyran-3,4-diyl diacetate
• CAS NO: 155197-37-8
• Molecular Formula: C₁₈H₂₉NO₉
• Molecular Weight: 403.42416
• EINECS: 1533716-785-6
• Mol File: 155197-37-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 535℃
• Flash Point: 278℃
• Appearance: /
• Density: 1.20
• CAS DataBase Reference: BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(155197-37-8)
• EPA Substance Registry System: BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE(155197-37-8)

Safety Data

• Hazardous Substances Data: 155197-37-8(Hazardous Substances Data)

Usage

General Description

BUTYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE is a complex organic compound that belongs to the class of glycosides. It is a derivative of beta-D-glucopyranoside, which is a type of sugar. The compound is composed of a butyl group attached to a sugar molecule, along with acetamido and acetyl functional groups in specific positions on the sugar ring. This chemical is often used in pharmaceutical and biochemical research as a synthetic intermediate or as a substrate for enzyme assays. It may also have potential applications in drug development and as a reference compound for analytical chemistry techniques.

Upstream product

• 3006-60-8 2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 71-36-3 butan-1-ol 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 51533-00-7 2-acetylamino-3,4,6-triacetyl-2-deoxy-α-D-glucopyranosyl bromide 

Downstream Products

• 556053-49-7 Bicyclohexyl-4,4'-dicarboxylic acid 4'-benzyl ester 4-{(2R,3S,4R,5R,6R)-5-[(R)-3-(benzyloxy-butyl-phosphinoyloxy)-octanoylamino]-4-[(R)-3-(benzyloxy-butyl-phosphinoyloxy)-octanoyloxy]-6-butoxy-3-hydroxy-tetrahydro-pyran-2-ylmethyl} ester 
• 556031-74-4 4-(3-Benzyloxycarbonyl-propyl)-benzoic acid (2R,3S,4R,5R,6R)-5-[(R)-3-(benzyloxy-butyl-phosphinoyloxy)-octanoylamino]-4-[(R)-3-(benzyloxy-butyl-phosphinoyloxy)-octanoyloxy]-6-butoxy-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester 
• 556031-71-1 (R)-3-(Benzyloxy-butyl-phosphinoyloxy)-octanoic acid (2R,3R,4R,5S,6R)-3-[(R)-3-(benzyloxy-butyl-phosphinoyloxy)-octanoylamino]-2-butoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester 
• 556031-69-7 (2R,4aR,6R,7R,8R,8aS)-7-Amino-6-butoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 

Relevant articles and documents

A direct method for β-selective glycosylation with an N-acetylglucosamine donor armed by a 4-O-TBDMS protecting group

A new direct method for β-selective glycosylation with an N-acetylglucosamine (GlcNAc) donor was developed. This substrate, which can be readily prepared from commercially available GlcNAc in two steps, contains a 4-O-tert-butyldimethylsilyl (TBDMS) protecting group as a key component. We found that this functionality could have a favorable effect on the reactivity of the GlcNAc donor. Glycosylation with the armed donor using primary alcohols in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate (TMSOTf) in 1,2-dichloroethane smoothly gave the desired coupling products in good yields with complete β-selectivity, while sterically hindered acceptors were less efficient.

Synthesis of β-glycosides of N-acetylglucosamine in the presence of HgI2

The use of HgI2 as catalyst in the synthesis of trans-glycosides of N-acetylglucosamine is described. Using this catalyst, β-glycosides of N-acetylglucosamine with aglycons of different structures and lyophilicities have been synthesized. The p

NEW METHOD FOR THE SYNTHESIS OF 2-METHYLGLYCO-2-OXAZOLINES FROM ANOMERIC MIXTURES OF THE PERACETATES OF AMINOSUGARS

2-Methylglyco-2-oxazolines, which are reagents for the synthesis of 1,2-trans-N-acetylhexosaminides from the anomeric mixture of aminosugar acetates, are formed from the peracetates of aminosugars by the action of a Lewis acid in the presence of a