ChemicalBook > CAS DataBase List > 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose

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
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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)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29400090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
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
TCI Chemical
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
TCI Chemical
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
Usbiological
Product number
021414
Product name
1,3,4,6-Tetra-O-acetyl-&beta;-D-mannopyranose
Packaging
250mg
Price
$460
Updated
2021/12/16
TRC
Product number
T282760
Product name
1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose
Packaging
250mg
Price
$165
Updated
2021/12/16
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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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1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose Suppliers

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View Lastest Price from 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Chuanghai Biotechnology Co., Ltd
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
Career Henan Chemical Co
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

18968-05-3, 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranoseRelated Search:

1,3-BUTANEDIOL DIACETATE 1,1,3-TRIETHOXYPROPANE Mannitol 1,3-Diacetoxy-2-(acetoxymethoxy)propane 1,4-DIACETOXYBUTANE Diacetin 2-[(Acetyloxy)methoxy]ethyl acetate D-Mannitol D-LYXOSE L(+)-Rhamnose monohydrate 1,6-Diacetoxyhexane 2-Butoxyethyl acetate 1,1,3-TRIMETHOXYBUTANE TATM D-Mannose (R)-1,2-4-TRIACETOXYBUTANE BETA-METHYL-D-LYXOPYRANOSIDE 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose

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