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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
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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|
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
10-21
HS Code 
29329990
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M1568
Product name
Mannose triflate
Purity
For PET imaging, ≥98% (TLC)
Packaging
20mg
Price
$28.5
Updated
2025/07/31
Sigma-Aldrich
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
Sigma-Aldrich
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
Sigma-Aldrich
Product number
Y0001087
Product name
Tetra-O-acetyl-mannose triflate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
2EA
Price
$144
Updated
2023/06/20
TCI Chemical
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
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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

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Mannose Triflate Suppliers

Jinan Samuel Pharmaceutical Co., Ltd.
Tel
0531-88821801 15192360884
Fax
0531-88821802
Email
605818151@qq.com
Country
China
ProdList
417
Advantage
58
Shandong Chenxi Pharmaceutical Co., Ltd.
Tel
+86-0531-88803416 13153166250
Fax
0531-88803416
Email
sales@chemedpharma.com
Country
China
ProdList
199
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Suzhou Highfine Biotech Co., Ltd
Tel
0512-69209928 18796809688
Fax
0512-68417696
Email
zhouyingxiang@highfine.com
Country
China
ProdList
475
Advantage
75
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
Advantage
66
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View Lastest Price from Mannose Triflate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
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
Chongqing Soarwin Technology Co., Ltd
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
Zibo Hangyu Biotechnology Development Co., Ltd
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

92051-23-5, Mannose TriflateRelated Search:


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