13100-46-4

Basic information

• Product Name: 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE
• Synonyms: TETRA-O-ACETYL-B-D-GLUCOPYRANOSE, 1,2,3,4-;BETA-D-GLUCOSE-2,3,4,5-TETRAACETATE;1,2,3,4-TETRAACETYL-BETA-D-GLUCOPYRANOSE;1,2,3,4-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE;2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE;1,2,3,4-tetra-O-acetyl-B-D-*glucopyranose;beta-D-glucose 1,2,3,4-tetraacetate;1,2,3,4-Tetra-O-acetyl-beta-D-
• CAS NO: 13100-46-4
• Molecular Formula: C₁₄H₂₀O₁₀
• Molecular Weight: 348.3
• EINECS: 236-018-2
• Product Categories: Sugars, Carbohydrates & Glucosides;Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis;Carbohydrates
• Mol File: 13100-46-4.mol
• Article Data: 34

Chemical Properties

• Melting Point: 126-128 °C(lit.)
• Boiling Point: 418.4 °C at 760 mmHg
• Flash Point: 145.6 °C
• Appearance: White to Off-white/Powder
• Density: 1.33 g/cm³
• Vapor Pressure: 9.44E-09mmHg at 25°C
• Refractive Index: 1.491
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in chloroform
• PKA: 14.48±0.10(Predicted)
• CAS DataBase Reference: 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE(13100-46-4)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE(13100-46-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 13100-46-4(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Uses

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose has been used in the study of substrates for inositol synthase, and for the preparation of anionic surfactants.

InChI:InChI=1/C14H20O10/c1-6(16)20-11-10(5-15)24-14(23-9(4)19)13(22-8(3)18)12(11)21-7(2)17/h10-15H,5H2,1-4H3

Upstream product

• 37074-90-1 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose 
• 10028-44-1 1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranose 
• 83-87-4 D-glucose pentaacetate 
• 71208-20-3 1,2,3,4-tetra-O-acetyl-6-O-benzoyl-α-D-glucopyranose 
• 492-62-6 alpha-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 67919-36-2 1,2,3,4-tetra-O-acetyl-6-O-trityl-D-glucopyranoside 
• 54325-28-9 (2R,3R,4S,5S,6R)-6-Trityloxymethyl-tetrahydro-pyran-2,3,4,5-tetraol 
• 54325-28-9 6-O-trityl-α-D-glucose 
• 2280-44-6 D-Glucose 
• 604-68-2 α-D-glucopyranose peracetylate 
• 492-61-5 β-D-glucose 
• 604-69-3 β-D-glucose pentaacetate 
• 54325-28-9 6-O-trityl-D-glucopyranose 

Downstream Products

• 7355-18-2 (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 123814-34-6 O¹,O²,O³,O⁴-Tetraacetyl-O⁶-(bis-benzyloxy-phosphoryl)-β-D-glucopyranose 
• 4752-94-7 O¹,O²,O³,O⁴-tetraacetyl-O⁶-(tri-O-acetyl-2-benzoylamino-2-deoxy-β-D-glucopyranosyl)-β-D-glucopyranose 
• 71208-20-3 1,2,3,4-tetra-O-acetyl-6-O-benzoyl-β-D-glucopyranose 
• 114510-26-8 O¹,O²,O³,O⁴-Tetraacetyl-O⁶-phenylcarbamoyl-β-D-glucopyranose 
• 28154-38-3 O¹,O²,O³,O⁴-tetraacetyl-O⁶-methanesulfonyl-β-D-glucopyranose 
• 6619-10-9 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-β-D-glucopyranose 
• 108321-48-8 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 6-diphenylphosphate 
• 56-73-5 D-glucose 6-phosphate 
• 4613-78-9 β-D-gentiobiose octaacetate 
• 32449-92-6 D-glucurono-6,3-lactone 
• 13242-55-2 2,3,4-tri-O-acetyllevoglucosan 
• 151988-27-1 1,2,3,4-tetra-O-acetyl-6-O-(2,3,4-tri-O-pivaloyl-6-O-trityl-β-D-glucopyranosyl)-β-D-glucopyranoside 
• 324047-51-0 1,2,3,4-tetra-O-acetyl-6-O-[4-(10-undecenyloxy)benzoyl]-β-D-glucose 

Relevant articles and documents

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Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

NOVEL BENZIMIDAZOLE DERIVATIVES, PREPARATION METHOD THEREOF AND USE THEREOF AS ANTI-CANCER AGENT COMPRISING THE SAME

According to the present invention, there are provided a benzimidazole carbamate-sugar compound conjugate compound represented by the following Chemical Formula 1, a preparation method thereof, and a use thereof as an anti-cancer agent: Wherein, R1, R2, R3 and X are as defined in the specification and claims.

Synthetic method of gentiobiose

The invention provides a synthetic method of gentiobiose. The synthetic method of the gentiobiose comprises the following steps: taking D-glucose as a starting material; respectively synthesizing into beta-1,2,3,4-tetra-acetylated glucose and glucose-B-glucosinolate; and carrying out coupled reaction and then carrying out deprotection to generate the gentiobiose. The controllability of the technological process is high, isomerization of the product is avoided, the yield of single-step reaction is high, and the gentiobiose is suitable for being produced on a large scale. The separating efficiency of a final product is improved. By the chemical method, large-scale production of the gentiobiose is implemented, a biological-method complicated purification process is overcome, the production period is shortened, the cost is reduced, and the purity of the product is improved.