7473-36-1

Basic information

• Product Name: ETHYL BETA-D-THIOGLUCOSIDE
• Synonyms: ETHYL BETA-D-THIOGLUCOSIDE;ethyl B-D-thioglucoside;Ethyl 1-thio-b-D-glucopyranoside;(2S,3R,4S,5S,6R)-2-ETHYLSULFANYL-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-3,4,5-TRIOL;ethyl β-d-thioglucoside;ETHYL 1-THIO-β-D-GLUCOPYRANOSIDE;ethyl-beta-D-1-thioglucopyranoside;Ethyl-β-D-thio-glucopyranosid
• CAS NO: 7473-36-1
• Molecular Formula: C₈H₁₆O₅S
• Molecular Weight: 224.27
• EINECS: 1533716-785-6
• Product Categories: Carbohydrates;Carbohydrates A to;Carbohydrates D-FBiochemicals and Reagents;Monosaccharide;Carbohydrates & Derivatives;Sulfur & Selenium Compounds
• Mol File: 7473-36-1.mol
• Article Data: 50

Chemical Properties

• Melting Point: 87-89°C
• Boiling Point: 440.8 °C at 760 mmHg
• Flash Point: 220.4 °C
• Appearance: /
• Density: 1.43 g/cm³
• Vapor Pressure: 1.28E-09mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: −20°C
• Solubility: Dichloromethane, Methanol
• PKA: 13.00±0.70(Predicted)
• CAS DataBase Reference: ETHYL BETA-D-THIOGLUCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL BETA-D-THIOGLUCOSIDE(7473-36-1)
• EPA Substance Registry System: ETHYL BETA-D-THIOGLUCOSIDE(7473-36-1)

Safety Data

• Hazardous Substances Data: 7473-36-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C8H16O5S/c1-2-14-8-7(12)6(11)5(10)4(3-9)13-8/h4-12H,2-3H2,1H3

Upstream product

• 1941-52-2 D-glucose diethyl mercaptal 
• 7647-01-0 hydrogenchloride 
• 4137-33-1 ethyl 1-thio-α-D-glucofuranoside 
• 32934-24-0 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glycopyranoside 
• 75-03-6 ethyl iodide 
• 75-08-1 ethanethiol 
• 604-69-3 β-D-glucose pentaacetate 
• 32934-24-0 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 83-87-4 β-D-mannopyranose pentaacetate 
• 3458-28-4 D-Mannose 
• 83-87-4 D-Mannose pentaacetate 
• 7296-15-3 alpha-D-mannopyranoside 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 32934-24-0 S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside 

Downstream Products

• 32934-24-0 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 172949-28-9 Ethyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside 
• 136597-23-4 ethyl 3-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 138877-27-7 (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-benzoyloxy-6-ethylsulfanyl-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester 
• 138857-72-4 (2S,4aR,6S,7R,8S,8aR)-7,8-Bis-benzoyloxy-6-ethylsulfanyl-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester 
• 141263-02-7 ethyl 2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 141263-03-8 ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 145259-92-3 C₃₄H₅₀O₈SSi₂ 
• 141263-05-0 Benzyl 2,4-di-O-benzyl-3-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 141263-11-8 Methyl 2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside 
• 141279-96-1 Methyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranioside 
• 141263-10-7 1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose 
• 141263-23-2 Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside 
• 141263-04-9 Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside 

Relevant articles and documents

Beta-D-glucose short-chain fatty acid ester compound as well as preparation method and application thereof

The invention discloses a beta-D-glucose short-chain fatty acid ester compound as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The compound is a compound shown as a formula I, or a stereoisomer, a pharmaceutically acceptable salt, a solvate or a prodrug of the compound shown as the formula I. The formula is as shown in the description, wherein R is a methyl group, an ethyl group, a propyl group, a propylene group, an isopropylidene group, a butyl group, a butylidene group, an isobutylidene group, an amyl group, a pentylidene group or an isoamylidene group. The compound has potential prevention and treatment effects on diabetes, hyperlipidemia, atherosclerosis, Alzheimer's disease, cardiovascular and cerebrovascular diseases,inflammation, tumors and depression.

A versatile approach to the synthesis of glycans containing mannuronic acid residues

Reported herein is a new method for a highly effective synthesis of β-glycosides from mannuronic acid donors equipped with the 3-O-picoloyl group. The stereocontrol of glycosylations was achieved by means of the H-bond-mediated aglycone delivery (HAD). The method was utilized for the synthesis of a tetrasaccharide linkedviaβ-(1 → 3)-mannuronic linkages. We have also investigated 3,6-lactonized glycosyl donors that provided moderate to high β-manno stereoselectivity in glycosylations. A method to achieve complete α-manno stereoselectivity with mannuronic acid donors equipped with 3-O-benzoyl group is also reported.

One-Pot Relay Glycosylation

A novel one-pot relay glycosylation has been established. The protocol is characterized by the construction of two glycosidic bonds with only one equivalent of triflic anhydride. This method capitalizes on the in situ generated cyclic-thiosulfonium ion as the relay activator, which directly activates the newly formed thioglycoside in one pot. A wide range of substrates are well-accommodated to furnish both linear and branched oligosaccharides. The synthetic utility and advantage of this method have been demonstrated by rapid access to naturally occurring phenylethanoid glycoside kankanoside F and resin glycoside merremoside D.