1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Product Name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- CAS No.
- 18968-05-3
- Chemical Name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Synonyms
- 1,3,4,6-Tetra-O<;beta-D-Mannopyranose tetraacetate;1,3,4,6-Tetra-O-acetyl-ββ-D-Mannopyranose 1,3,4,6-tetraacetate;1,3,4,6-Tetraacetate β-D-Mannopyranose;1,3,4,6-Tetra-O-acetyl-β-D-maopyranose;1,3,4,6-Tetra-O-acetyl-?D-mannopyranose;1,3,4,6-O-Tetraacetyl-β-D-Mannopyranose;β-d-mannopyranose 1,3,4,6-tetra-o-acetate;1,3,4,6-TETRA-O-ACETYL-SS-D-MANNOPYRANOSE
- CBNumber
- CB1361140
- Molecular Formula
- C14H20O10
- Formula Weight
- 348.3
- MOL File
- 18968-05-3.mol
1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose Property
- Melting point:
- 160-161 °C(lit.)
- Boiling point:
- 425.5±45.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- refractive index
- -22.5 ° (C=1.4, CHCl3)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- very faint turbidity in Chloroform
- form
- powder to crystal
- pka
- 12.22±0.70(Predicted)
- color
- White to Almost white
- optical activity
- [α]19/D 68°, c = 0.7 in pyridine
- BRN
- 96634
- InChI
- InChI=1/C14H20O10/c1-6(15)20-5-10-12(21-7(2)16)13(22-8(3)17)11(19)14(24-10)23-9(4)18/h10-14,19H,5H2,1-4H3/t10-,11+,12-,13-,14-/s3
- InChIKey
- SHBHJRVMGYVXKK-XVIXHAIJSA-N
- SMILES
- [C@@H]1(OC(=O)C)[C@@H](COC(=O)C)O[C@@H](OC(=O)C)[C@@H](O)[C@H]1OC(=O)C |&1:0,5,12,17,19,r|
- CAS DataBase Reference
- 18968-05-3(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- HS Code
- 29400090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 310247
- Product name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Purity
- 98%
- Packaging
- 100mg
- Price
- $148.16
- Updated
- 2025/07/31
- Product number
- T1459
- Product name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $139
- Updated
- 2025/07/31
- Product number
- T1459
- Product name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $418
- Updated
- 2025/07/31
- Product number
- 021414
- Product name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Packaging
- 250mg
- Price
- $460
- Updated
- 2021/12/16
- Product number
- T282760
- Product name
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
- Packaging
- 250mg
- Price
- $165
- Updated
- 2021/12/16
1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose Chemical Properties,Usage,Production
Uses
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.
Synthesis
28140-37-6
18968-05-3
General procedure for the synthesis of (2S,3S,4R,5R,6R)-6-(acetyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2,4,5-triyl triacetate from 1,2-O-(1-ethoxyethylidene)-β-D-mannopyranose triacetate: to a solution of anhydrous acetone (27 mL) of the protoacid ester (4.4 g, 12 mmol), a slow addition of a 1 M aqueous hydrochloric acid (HCl) solution (2.7 mL), and the reaction was carried out under vigorous stirring (the water bath temperature was maintained at about 18 °C). The reaction mixture was continued to be stirred at room temperature for 5 min before being concentrated on a rotary evaporator, keeping the temperature below 20 °C. The concentrated solid was dissolved in chloroform (CHCl3, 25 mL) and washed with deionized water (2 x 10 mL). The organic phase was dried over anhydrous sodium sulfate (Na2SO4) and filtered, and the filtrate was concentrated on a rotary evaporator. The residue was ground with ether (Et2O) and recrystallized from ethanol (EtOH) to give the target product tetraacetylmannose (1.9 g, 45% yield) as a white solid. Thin layer chromatography (TLC) Rf value was 0.13 (unfolding agent: hexane/ethyl acetate = 1:1). The melting point is 134-136°C. High Resolution Mass Spectrometry (HRMS-ESI): m/z C14H20NaO10 ([M+Na]+) Calculated value 371.09542, measured value 371.09581 (error 0.39 mmu, 1.06 ppm).
References
[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 8, p. 1848 - 1858
[2] Tetrahedron, 1992, vol. 48, # 47, p. 10249 - 10264
[3] Tetrahedron Letters, 2013, vol. 54, # 17, p. 2190 - 2193
1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose manufacturers
- Product
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose 18968-05-3
- Price
- US $0.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 98%min HPLC
- Supply Ability
- 100KGS
- Release date
- 2021-06-24
- Product
- 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose 18968-05-3
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-18
- Product
- 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE 18968-05-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1tons
- Release date
- 2018-08-08