TFA-ap-dU
- Product Name
- TFA-ap-dU
- CAS No.
- 115899-40-6
- Chemical Name
- TFA-ap-dU
- Synonyms
- TFA-ap-dU;5-TFA-AP-DU;5-TFA-ap-dU 5-TFA-ap-dU;5-TFA-ap-2'-deoxyuridine;2'-deoxy-5-[3-(trifluoroacetyl)amino]-1-propynyl]uridine;Uridine, 2'-deoxy-5-[3-[(trifluoroacetyl)amino]-1-propynyl]-;2'-Deoxy-5-[3-[(2,2,2-trifluoroacetyl)aMino]-1-propyn-1-yl]uridine;Uridine, 2'-deoxy-5-[3-[(2,2,2-trifluoroacetyl)amino]-1-propyn-1-yl]-
- CBNumber
- CB62723406
- Molecular Formula
- C14H14F3N3O6
- Formula Weight
- 377.27
- MOL File
- 115899-40-6.mol
TFA-ap-dU Property
- Melting point:
- >116°C (dec.)
- Density
- 1?+-.0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 8.17±0.10(Predicted)
- form
- Solid
- color
- Pale Yellow to Light Orange
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.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- D282515
- Product name
- 2''-Deoxy-5-[3-[(2,2,2-trifluoroacetyl)amino]-1-propyn-1-yl]uridine
- Packaging
- 250mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- D282515
- Product name
- 2''-Deoxy-5-[3-[(2,2,2-trifluoroacetyl)amino]-1-propyn-1-yl]uridine
- Packaging
- 2.5g
- Price
- $1190
- Updated
- 2021/12/16
- Product number
- 50632
- Product name
- 2??-Deoxy-5-[3-[(2,2,2-trifluoroacetyl)amino]-1-propyn-1-yl]uridine
- Packaging
- 2.5g
- Price
- $2200
- Updated
- 2021/12/16
- Product number
- P000083631
- Product name
- TFA-ap-dU
- Purity
- 97%
- Packaging
- 1g
- Price
- $2378
- Updated
- 2021/12/16
- Product number
- P000083631
- Product name
- TFA-ap-dU
- Purity
- 97%
- Packaging
- 250mg
- Price
- $951
- Updated
- 2021/12/16
TFA-ap-dU Chemical Properties,Usage,Production
Uses
2''-Deoxy-5-[3-[(2,2,2-trifluoroacetyl)amino]-1-propyn-1-yl]uridine is an intermediate in the synthesis of fluorescent labeling compounds of cyclooctyne-modified deoxyuridine triphosphates in DNA.
Synthesis
14719-21-2
54-42-2
115899-40-6
To a solution of 5-iodouridine (5.0 g, 14.1 mmol) in anhydrous DMF (40 mL), CuI (0.20 g, 1.05 mmol) and Pd(PPh3)4 (0.41 g, 0.35 mmol) were added under nitrogen protection. After stirring for 10 min, triethylamine (4.0 mL, 28.6 mmol) and 2,2,2-trifluoro-N-(prop-2-yn-1-yl)acetamide (5.4 g, 35.7 mmol) were added sequentially and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, all volatiles were removed under vacuum and the residue was purified by rapid chromatography on silica gel [eluent: EtOAc/MeOH (0-15%)] to afford the target product 2,2,2-trifluoro-N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4- (tetrahydropyrimidin-5-yl)prop-2-ynyl)acetamide as a yellow solid (4.1 g, 76% yield).1H-NMR (DMSO-d6) δ: 11.68 (br s, 1H, NH), 10.02 (s, 1H, NH), 7.94 (s, 1H, H-6), 6.11 (t, J = 7.2 Hz, H-1'), 5.29 (d, J = 0.4 Hz, NH), 6.11 (t, J = 0.4 Hz, NH), 5.29 (d, J = 0.4 Hz, NH). J = 0.4 Hz, 1H, OH), 4.21 (m, 3H, H-3', NCH2), 3.71-3.83 (m, 2H, CH2-5'), 2.15-2.19 (m, 1H, H-2'), 2.03-2.08 (m, 1H, H-2'). Mass Spectra (ESI): Calculated value C14H14F3N3O6 (M + Na)+ 400, measured value 400.
References
[1] Tetrahedron, 2009, vol. 65, # 4, p. 934 - 939
[2] Journal of the American Chemical Society, 2005, vol. 127, # 43, p. 15071 - 15082
[3] Helvetica Chimica Acta, 2007, vol. 90, # 6, p. 1082 - 1098
[4] Journal of the American Chemical Society, 2011, vol. 133, # 8, p. 2463 - 2480
[5] Helvetica Chimica Acta, 2008, vol. 91, # 1, p. 165 - 175
TFA-ap-dU Preparation Products And Raw materials
Raw materials
Preparation Products
TFA-ap-dU Suppliers
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- 021-50135380
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View Lastest Price from TFA-ap-dU manufacturers
- Product
- TFA-ap-dU 115899-40-6
- Price
- US $0.00-0.00/G
- Min. Order
- 1G
- Purity
- 98%
- Supply Ability
- 2000
- Release date
- 2025-06-03
- Product
- TFA-ap-dU 115899-40-6
- Price
- US $0.00-0.00/g
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 1000g
- Release date
- 2021-09-02