18968-05-3

Basic information

• Product Name: 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE
• Synonyms: 1,3,4,6-Tetraacetate β-D-Mannopyranose;1,3,4,6-O-Tetraacetyl-β-D-Mannopyranose;[(2R,3R,4R,5S,6S)-3,4,6-triacetyloxy-5-hydroxyoxan-2-yl]methyl acetate;(2S,3S,4R,5R,6R)-6-(Acetoxymethyl)-3-hydroxytetrahydro-2H-pyran-2,4,5-triyl triacetate;1,3,4,6-Tetra-O-acetyl-β1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE;1,2,3,4-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE;1,3,4,6-Tetra-O-acetyl-?D-mannopyranose
• CAS NO: 18968-05-3
• Molecular Formula: C₁₄H₂₀O₁₀
• Molecular Weight: 348.3
• Product Categories: Intermediates & Fine Chemicals;Labeling and Diagnostics Reagents;Pharmaceuticals;chiral;Biochemistry;O-Substituted Sugars;Sugars;Carbohydrates & Derivatives
• Mol File: 18968-05-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 160-161 °C(lit.)
• Boiling Point: 425.537 °C at 760 mmHg
• Flash Point: 148.725 °C
• Appearance: /
• Density: 1.339 g/cm³
• Vapor Pressure: 0.329mmHg at 25°C
• Refractive Index: -22.5 ° (C=1.4, CHCl3)
• Storage Temp.: Refrigerator
• Solubility: very faint turbidity in Chloroform
• PKA: 12.22±0.70(Predicted)
• BRN: 96634
• CAS DataBase Reference: 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE(18968-05-3)
• EPA Substance Registry System: 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE(18968-05-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 18968-05-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 18968-05-3 differently. You can refer to the following data:
1. 1,3,4,6-Tetra-o-acetyl-beta-d-mannopyranose is an intermediate in the preparation of precursors of 2-[18F]fluoro-2-deoxy-D-glucose for diagnostic use in positron emission tomography.
2. An intermediate in the preparation of precursors of 2-[18F]fluoro-2-deoxy-D-glucose for diagnostic use in positron emission tomography.

InChI:InChI=1/C9H15F7O4Si/c1-17-21(18-2,19-3)6-4-5-20-7(10,8(11,12)13)9(14,15)16/h4-6H2,1-3H3

Upstream product

• 108-24-7 acetic anhydride 
• 192753-82-5 2-O-benzyl-3,4,5,6-di-O-isopropyliclenealdehydo-L-gulose 
• 530-26-7 D-Mannose 
• 3254-16-8 3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose 
• 28140-37-6 3,4,6-tri-O-acetyl-1,2-O-[1-(exo-ethoxy)ethylidene]-β-D-mannopyranose 
• 13242-53-0 acetobromomannose 
• 6087-47-4 O³,O⁴,O⁶-triacetyl-O²-trichloroacetyl-β-D-mannopyranosyl chloride 
• 83-87-4 β-D-mannopyranose pentaacetate 
• 13036-15-2 1,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 3366-47-0 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-arabinohex-1-enopyranose 
• 83-87-4 D-Mannose pentaacetate 
• 60-29-7 diethyl ether 
• 28140-37-6 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside 
• 73322-37-9 1,3,4,6-Tetra-O-acetyl-β-D-arabino-hexopyranos-2-ulose monohydrate 

Downstream Products

• 92051-23-5 1,3,4,6-tetra-O-acetyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranose 
• 438006-15-6 C₆₀H₆₂O₂₇ 
• 1449241-29-5 C₄₄H₄₇F₅O₁₆ 
• 1449241-36-4 C₄₄H₄₇F₅O₁₆ 
• 1449241-37-5 C₄₁H₄₈O₁₅ 
• 57884-82-9 2,3,4,6-tetra-O-acetyl-β-D-mannopyranose 
• 13992-25-1 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate 
• 143537-80-8 N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-serine pentafluorophenyl ester 
• 132914-78-4 N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester 
• 86783-82-6 2-fluoro-D-glucose 
• 158213-24-2 2-S-β-D-glucopyranosyl-2-thio-β-D-glucopyranose 
• 146934-31-8 Methyl 2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-1-thio-α-D-glucopyranoside 
• 146934-32-9 2-Azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-β-D-glucopyranosyl chloride 

Relevant articles and documents

A short synthesis of 2-deoxy-2-fluoro-D-glucose.

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Synthesis, photophysical properties, and photodynamic activity of positional isomers of TFPP-glucose conjugates

The synthesis and characterization of a ‘complete set’ of positional isomers of tetrakis(perfluorophenyl)porphyrins (TFPP)-glucose conjugates (1OH, 2OH, 3OH, 4OH, and 6OH) are reported herein. The cellular uptake and photocytotoxicity of these conjugates were examined in order to investigate the influence of location of the TFPP moiety on the D-glucose molecule on the biological activity of the conjugates. An In vitro biological evaluation revealed that the certain of these isomers have a greater effect on cellular uptake and cytotoxicity than others. The TFPP-glucose conjugates 1OH, 3OH, and 4OH were found to exert exceptional photocytotoxicity in several types of cancer cells compared to 2OH and 6OH substituted isomers.

A convenient and efficient synthetic approach to mono-, di-, and tri-O-mannosylated Fmoc amino acids

A convenient and highly efficient synthesis of mono-, di-, and tri-O-mannosylated Fmoc-Ser and Thr is described. The short synthetic route and high overall yield highlight the synthetic utility of this unified approach.