55722-48-0

Basic information

• Product Name: METHYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGALACTOPYRANOSIDE
• Synonyms: METHYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGALACTOPYRANOSIDE;METHYL-2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GALACTOPYRANOSIDE;methyl 2,3,4,6-tetra-O-acetyl-B-D-*thiogalactopyr;METHYL 2,3,4,6-TETRA-O-ACETYL-B-D-*THIOG ALACTOPYRAN;.beta.-D-Galactopyranoside, methyl 1-thio-, tetraacetate;methyl 2,3,4,6-tetra-o-acetyl-β-d-thiogalactopyranoside;Methyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside;METHYL-2,3,4,6-TETRA-O-ACETYL-1-THIO-SS-D-GALACTOPYRANOSIDE
• CAS NO: 55722-48-0
• Molecular Formula: C₁₅H₂₂O₉S
• Molecular Weight: 378.39
• Product Categories: Carbohydrates;Carbohydrates A to;Carbohydrates M-OBiochemicals and Reagents;Monosaccharide
• Mol File: 55722-48-0.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 440.5 °C at 760 mmHg
• Flash Point: 206.9 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 5.86E-08mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: −20°C
• CAS DataBase Reference: METHYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGALACTOPYRANOSIDE(55722-48-0)
• EPA Substance Registry System: METHYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGALACTOPYRANOSIDE(55722-48-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 55722-48-0(Hazardous Substances Data)

Usage

Chemical Properties

solid

InChI:InChI=1/C15H22O9S/c1-7(16)20-6-11-12(21-8(2)17)13(22-9(3)18)14(23-10(4)19)15(24-11)25-5/h11-15H,6H2,1-5H3/t11-,12+,13+,14-,15+/m1/s1

Upstream product

• 74-93-1 methylthiol 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 917-64-6 methyl magnesium iodide 
• 158419-89-7 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl thiocyanate 
• 108-24-7 acetic anhydride 
• 155-30-6 methyl 1-thio-β-D-galactopyranoside 
• 40591-65-9 Acetic acid (2R,3S,4S,5R)-3,5-diacetoxy-2-acetoxymethyl-6-carbamimidoylsulfanyl-tetrahydro-pyran-4-yl ester; hydrobromide 
• 74-88-4 methyl iodide 
• 3908-55-2 Trimethyl(methylthio)silane 
• 4163-60-4 β-D-galactose peracetate 
• 17314-32-8 tributyl(methylthio)stannane 
• 624-92-0 Dimethyldisulphide 
• 83-87-4 penta-O-acetyl-α-D-galactopyranose 
• 67-56-1 methanol 

Downstream Products

• 155-30-6 methyl 1-thio-β-D-galactopyranoside 
• 115678-26-7 methyl 2-O(2,3,4,6-tetra-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside 
• 110224-81-2 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester 
• 104707-07-5 benzyl 6-O-benzyl-3,4-O-isopropylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-galactopyranoside 
• 110224-82-3 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-3-yl ester 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 246140-14-7 O-(β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide 
• 110224-77-6 methyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 113421-43-5 methyl 2,6-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 113421-41-3 methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 118281-92-8 methyl 3-O-allyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 118281-94-0 methyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 118375-09-0 3-O-acetyl-2,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide 
• 118281-93-9 methyl 3-O-allyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

Efficient synthesis of thioglycosides via a Mitsunobu condensation

Thioglycosides were synthesised from 1-thiosugars and a series of alcohols under Mitsunobu conditions using 1,1'-(azodicarbonyl)dipiperidine and trimethylphosphine. The conditions were found to be compatible with a wide range of functionalities and protec

MANUFACTURE OF LACTO-N-TETRAOSE

The present invention relates to the synthesis of the tetrasaccharide of formula (I) and novel intermediates used in the synthesis.

Modified one-pot protocol for the preparation of thioglycosides from unprotected aldoses via S-glycosyl isothiouronium salts

An efficient one-pot protocol for the direct preparation of thioglycosides starting from unprotected reducing sugars via S-glycosyl isothiouronium salts is reported. In this one-pot methodology, BF3·OEt2 has been used as a general catalyst for both per-O-acetylation of sugars and conversion of sugar per-O-acetates into S-glycosyl isothiouronium salts, which was allowed to react with alkylating agents in the presence of a base to furnish thioglycosides in excellent yield. Copyright Taylor & Francis, Inc.