Mannose Triflate
- Product Name
- Mannose Triflate
- CAS No.
- 92051-23-5
- Chemical Name
- Mannose Triflate
- Synonyms
- MANNOSE TRIFLATE;TATM;TATM USP/EP/BP;MANNOSE TRIFLATE F;beta-D-Mannopyranose;Mannose Triflate?New;Mannose triflate≥ 99%(GC);1,3,4,6-Tetra-O-acetyl-2-O-;Mannose Triflate, ultra pure;Mannose Triflate, CAS 92051-23-5
- CBNumber
- CB7774955
- Molecular Formula
- C15H19F3O12S
- Formula Weight
- 480.36
- MOL File
- 92051-23-5.mol
Mannose Triflate Property
- Melting point:
- 118-122 °C
- alpha
- [α]D20 -14~-17゜(c=1,CHCl3)
- Boiling point:
- 481.6±45.0 °C(Predicted)
- Density
- 1.50±0.1 g/cm3(Predicted)
- refractive index
- -16 ° (C=1, CHCl3)
- storage temp.
- -20°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- White to Off-White
- optical activity
- [α]22/D -16°, c = 1 in chloroform
- BRN
- 4341413
- InChI
- InChI=1/C15H19F3O12S/c1-6(19)25-5-10-11(26-7(2)20)12(27-8(3)21)13(14(29-10)28-9(4)22)30-31(23,24)15(16,17)18/h10-14H,5H2,1-4H3/t10-,11-,12+,13+,14-/s3
- InChIKey
- OIBDVHSTOUGZTJ-UBBZJQTNNA-N
- SMILES
- [C@H]1(OC(=O)C)[C@H](OC(=O)C)[C@H](O[C@@H](OC(=O)C)[C@H]1OS(=O)(=O)C(F)(F)F)COC(=O)C |&1:0,5,10,12,17,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- M1568
- Product name
- Mannose triflate
- Purity
- For PET imaging, ≥98% (TLC)
- Packaging
- 20mg
- Price
- $28.5
- Updated
- 2025/07/31
- Product number
- Y0001087
- Product name
- Tetra-<I>O</I>-acetyl-mannose triflate
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 2each
- Price
- $153
- Updated
- 2025/07/31
- Product number
- 655112
- Product name
- β-D-Mannopyranose 1,3,4,6-tetra-O-acetate 2-O-trifluoromethanesulfonate
- Purity
- 98%
- Packaging
- 100mg
- Price
- $36.6
- Updated
- 2025/07/31
- Product number
- Y0001087
- Product name
- Tetra-O-acetyl-mannose triflate
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 2EA
- Price
- $144
- Updated
- 2023/06/20
- Product number
- T2307
- Product name
- 1,3,4,6-Tetra-O-acetyl-2-O-(trifluoromethanesulfonyl)-beta-D-mannopyranose
- Purity
- >98.0%(GC)
- Packaging
- 100mg
- Price
- $39
- Updated
- 2025/07/31
Mannose Triflate Chemical Properties,Usage,Production
Description
Mannose triflate is a glucose analog. Mannose triflate is a well-known precursor for 18F-FDG synthesis for PET applications. 18F-FDG is an imaging technique for cancer.
Physical properties
White to off-white powder or crystal
Chemical Properties
Colourless or nearly colourless crystals, mp 119 - 122℃; soluble in acetonitrile, DMSO, methanol, acetone, insoluble in aqueous media
Uses
1,3,4,6-Tetra-O-acetyl-2-O-trifluoromethanesulfonyl-beta-D-mannopyranose is a radiolabelled pharmaceutical preparation for diagnostic aims used in positron emission tomography.
Preparation
The tetraacetyl mannose (1.8 g, 5 mmol) was dissolved in anhydrous CH2Cl2(14 mL) containing dry pyridine (0.9 mL, 11 mmol). This solution was cooled to -15°C, and trifluoromethanesulfonic anhydride (triflic anhydride) (0.9 mL, 5.2 mmol) was added dropwise over 25 min under a nitrogen atmosphere with vigorous stirring. The mixture was then allowed to reach room temperature overnight. The reaction mixture was successively washed with ice-cold saturated aqueous NaHCO3(50 mL) and water (50 mL). The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated on a rotary evaporator.2-Tf-O-AcManwas isolated by column chromatography on silica with hexane :EtOAc=1: 1 as the eluant as white solid Mannose triflate(1.4 g, 56percent).
Synthesis
358-23-6
18968-05-3
92051-23-5
General procedure for the synthesis of mannose trifluorosulfonate from trifluoromethanesulfonic anhydride and (2S,3S,4R,5R,6R)-6-(acetyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2,4,5-triyltriacetate: tetraacetylmannose (5, 1.8 g, 5 mmol) was dissolved in anhydrous pyridine (0.9 mL, 11 mmol) containing anhydrous dichloromethane (14 mL). The solution was cooled to -15°C and trifluoromethanesulfonic anhydride (0.9 mL, 5.2 mmol) was added slowly and dropwise over 25 min under vigorous stirring and nitrogen protection. Subsequently, the reaction mixture was slowly warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction mixture was washed sequentially with ice-cold saturated aqueous sodium bicarbonate solution (50 mL) and deionized water (50 mL). The organic layer was dried with anhydrous sodium sulfate, filtered, and concentrated on a rotary evaporator. The product was purified by silica gel column chromatography using hexane:ethyl acetate (1:1, v/v) as eluent to afford mannose trifluorosulfonate (1.4 g, 56% yield) in white solid form. Thin layer chromatography (TLC) showed an Rf value of 0.5 (unfolding agent: hexane: ethyl acetate = 1:1).
References
[1] Tetrahedron, 1992, vol. 48, # 47, p. 10249 - 10264
[2] Journal of the American Chemical Society, 2010, vol. 132, # 21, p. 7405 - 7417
[3] Carbohydrate Research, 1991, vol. 210, p. 333 - 337
[4] Organic and Biomolecular Chemistry, 2009, vol. 7, # 3, p. 564 - 575
[5] Carbohydrate Research, 1984, vol. 128, p. 291 - 296
Mannose Triflate Preparation Products And Raw materials
Raw materials
Preparation Products
Mannose Triflate Suppliers
- Tel
- 0531-88821801 15192360884
- Fax
- 0531-88821802
- 605818151@qq.com
- Country
- China
- ProdList
- 417
- Advantage
- 58
- Tel
- +86-0531-88803416 13153166250
- Fax
- 0531-88803416
- sales@chemedpharma.com
- Country
- China
- ProdList
- 199
- Advantage
- 58
- Tel
- Fax
- 86-21-57758967
- sales@boylechem.com
- Country
- China
- ProdList
- 2922
- Advantage
- 55
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 847-367-3680
- Fax
- 847-367-3681
- sales@arkpharminc.com
- Country
- United States
- ProdList
- 1670
- Advantage
- 56
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 0512-69209928 18796809688
- Fax
- 0512-68417696
- zhouyingxiang@highfine.com
- Country
- China
- ProdList
- 475
- Advantage
- 75
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
View Lastest Price from Mannose Triflate manufacturers
- Product
- Mannose Triflate 92051-23-5
- Price
- US $0.00/G
- Min. Order
- 1G
- Purity
- 98%min
- Supply Ability
- 30kg/month
- Release date
- 2023-02-17
- Product
- Mannose Triflate 92051-23-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.99%
- Supply Ability
- 20 tons
- Release date
- 2025-04-11
- Product
- TATM 92051-23-5
- Price
- US $50.00-500.00/kg
- Min. Order
- 10kg
- Purity
- 0.99
- Supply Ability
- 20tons
- Release date
- 2023-10-31