Mannose Triflate Chemical Properties

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|

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

F 

10-21

HS Code 

29329990

MSDS

• Language:English Provider:SigmaAldrich

Mannose Triflate Usage And Synthesis

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

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).

Mannose Triflate(92051-23-5)Related Product Information

• Ethyl trifluoromethanesulfonate
• N-DECYL-BETA-D-GLUCOPYRANOSIDE
• glucosylglycerol
• Glabridin
• 1,3-BUTANEDIOL DIACETATE
• 2-Butoxyethyl acetate
• 1,6-Diacetoxyhexane
• L(+)-Rhamnose monohydrate
• D-LYXOSE
• Methyl trifluoromethanesulfonate
• 2-[(Acetyloxy)methoxy]ethyl acetate
• Diacetin
• D-Mannose
• 1,1,3-TRIMETHOXYBUTANE
• ISOPROPYL METHANESULFONATE
• TATM
• Trifluoromethane
• FLUOROSULFONIC ACID