ChemicalBook > CAS DataBase List > DMT-2′Fluoro-dU Phosphoramidite

DMT-2′Fluoro-dU Phosphoramidite

Product Name: DMT-2′Fluoro-dU Phosphoramidite
CAS No.: 146954-75-8
Chemical Name: DMT-2′Fluoro-dU Phosphoramidite
Synonyms: 2‘-F-U amidite;2'-Fluoro-dU CEP;2’-F-dU Amidite;2’-F-rUPhosphoramidite;2'-F-U Phosphoramidite;2'-F-U Phosphoramidite;2'-F-dU Phosphoramidite;5'-O-DMT-2'-fluoro-dU-CE;5'-O-DMT-2'-F-dU-3'-CEDPA;2'-Fluoro Uridine Amidite
CBNumber: CB8500324
Molecular Formula: C39H46FN4O8P
Formula Weight: 748.78
MOL File: 146954-75-8.mol

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DMT-2′Fluoro-dU Phosphoramidite Property

storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO: Sparingly soluble: 1-10 mg/ml
Ethanol: Sparingly soluble: 1-10 mg/ml
form: powder
pka: 9.39±0.10(Predicted)
color: white to off-white
biological source: non-animal source (no BSE/TSE risk)
InChI: InChI=1/C39H46FN4O8P/c1-26(2)44(27(3)4)53(50-24-10-22-41)52-36-33(51-37(35(36)40)43-23-21-34(45)42-38(43)46)25-49-39(28-11-8-7-9-12-28,29-13-17-31(47-5)18-14-29)30-15-19-32(48-6)20-16-30/h7-9,11-21,23,26-27,33,35-37H,10,24-25H2,1-6H3,(H,42,45,46)/t33-,35-,36-,37-,53?/s3
InChIKey: HQHQPAYRJJMYQX-YOKGOYKLNA-N
SMILES: N1(C=CC(=O)NC1=O)[C@@H]1O[C@H](COC(C2=CC=CC=C2)(C2C=CC(=CC=2)OC)C2=CC=C(C=C2)OC)[C@@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@H]1F |&1:8,10,36,51,r|

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: U211280
Product name: DMT-2′Fluoro-dU Phosphoramidite
Purity: configured for PerkinElmer, configured for Polygen
Packaging: 1G
Price: $214
Updated: 2025/07/31

Sigma-Aldrich

Product number: U211250
Product name: DMT-2′Fluoro-dU Phosphoramidite
Purity: configured for (?KTA? and OligoPilot?)
Packaging: 1G
Price: $228
Updated: 2025/07/31

Sigma-Aldrich

Product number: U211250
Product name: DMT-2′Fluoro-dU Phosphoramidite
Purity: configured for (?KTA® and OligoPilot®)
Packaging: 1 unit
Price: $519
Updated: 2025/07/31

Sigma-Aldrich

Product number: U211250
Product name: DMT-2′Fluoro-dU Phosphoramidite
Purity: configured for (?KTA® and OligoPilot®)
Packaging: 1 unit
Price: $519
Updated: 2025/07/31

Sigma-Aldrich

Product number: U211240
Product name: DMT-2′Fluoro-dU Phosphoramidite
Purity: configured for MerMade
Packaging: 1 g
Price: $223
Updated: 2025/07/31

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DMT-2′Fluoro-dU Phosphoramidite Chemical Properties,Usage,Production

Uses

5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidite (DMT-2′Fluoro-dU Phosphoramidite) is a uridine phosphoramidite consisting of a fluorine in the 2' position, and the compound is used in the synthesis of DNA.

Definition

DMT-2′Fluoro-dU Phosphoramidite is also known as 2'-F-U CE-Phosphoramidite. 2'-F-RNA oligonucleotides adopt an A-form helix on hybridisation to a target. Whereas a hydroxyl group of RNA is a hydrogen bond donor, fluorine appears to be a weak acceptor. These features of 2'-F-RNA oligonucleotides lead to certain interesting properties. For example, it was demonstrated that oligonucleotides hybridise to a RNA oligonucleotide in the following order of increasing stability: DNA < RNA < 2'-OMe-RNA < 2'-F-RNA

Synthesis

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine (3.00 g, 5.47 mmol) was dissolved in anhydrous dichloromethane (50 ml) under an argon atmosphere, N,N-diisopropylethylamine (0.55 ml,3.18 mmol), 1H-tetrazole (0.45 g, 6.45 mmol) and 2-cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite (1.92 g, 6.36mmol) were added. And the mixture was stirred at room temperature overnight. The completion of the reaction was confirmed, 5 percent aqueous sodium hydrogen carbonate solution (20 ml) was added to the reaction mixture to allow layer separation, and the organic layer was washed with saturated brine (20 ml). The organic layer was dried over sodium sulfate, the filtrate was concentrated and the obtained crude product was purified by silica gel chromatography (hexane:ethyl acetate=75:25 - 30/70(v/v), containing 3percent triethylamine). The object fractions were collected and concentratedto give DMT-2′Fluoro-dU Phosphoramidite (2.76 g, 67.3 percent).

References

[1] Patent: EP2816053, 2014, A1. Location in patent: Paragraph 0371
[2] Patent: US9371353, 2016, B2. Location in patent: Page/Page column 78
[3] DR. MUTHIAH MANOHARAN. Unique Gene-Silencing and Structural Properties of 2′-Fluoro-Modified siRNAs†[J]. Angewandte Chemie, 2011, 123 10: 2332-2336. DOI: 10.1002/ange.201006519

DMT-2′Fluoro-dU Phosphoramidite Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DMT-2′Fluoro-dU Phosphoramidite manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5'-O-(4,4-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite 146954-75-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-23

Hefei Huana Biomedical Technology Co.,Ltd.

Product: 5'-O-DMT-2'-fluoro-dU-CE 146954-75-8
Price: US $0.00/mg
Min. Order: 100mg
Purity: ≥99%
Supply Ability: 20tons
Release date: 2023-03-09

R&D Scientific Inc.

Product: 5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidit 146954-75-8
Price: US $1550.00/g
Min. Order: 1g
Purity: 98
Supply Ability: 500 Kg
Release date: 2024-02-10

146954-75-8, DMT-2′Fluoro-dU PhosphoramiditeRelated Search:

3-Chloropropyltrimethoxysilane Doxifluridine 1-beta-D-Arabinofuranosyluracil Pseudouridine 3-Chloropropyltriethoxysilane 3-Aminopropyltriethoxysilane Floxuridine 5-Fluorouridine DMT-dG(ib) Phosphoramidite DMT-dA(bz) Phosphoramidite DMT-2'O-Methyl-rU Phosphoramidite DMT-2'O-TBDMS-rA(bz) Phosphoramidite DMT-dG(dmf) Phosphoramidite 3'-TBDMS-ibu-rG Phosphoramidite Ac-rC Phosphoramidite Uridine DMT-2′Fluoro-dU Phosphoramidite

3-({[(2-{[BIS(4-METHOXYPHENYL)(PHENYL)METHOXY]METHYL}-5-(2,4-DIOXO-3H-PYRIMIDIN-1-YL)-4-FLUOROOXOLAN

2'-Fluoro-5'-O-DMT-2'-deoxyuridine-3'-CE-Phosphoramidite

5'-DMT-2'-F-rU Phosphoramidite

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine-3'-O-[(2-cyanoethyl)(N,N-diisopropyl)]phosphoramidite

2'-Deoxy-2'-fluoro-5'-O-DMT-Uridine Phosphoramidite

DMT-2'-F-DU AMIDITE 0.25G, AB, SINGLE

DMT-2'-F-dU Amidite 0.25g, 89, Single

2’-F-rUPhosphoramidite

5'-O-(4,4-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

5'-O-DMT-2'-F-dU-3'-CEDPA

2'-F-dU Phosphoramidite

2'-Deoxy-2'-fluoro-5'-O-DMT-Uridine-3'-CED PhosphoraMidite

DMT-2′Fluoro-dU Phosphoramidite

2'-Fluoro-dU CEP

Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

5'-Dimethoxytrityl-deoxyUridine, 2'-fluoro-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite

2'-Fluoro-N2-Isobutyryl-5'-O-DMT-2'-Deoxyguanosine-3'-CE-Phosphoramidite

5'-DMTr-2'-F-3'-O-CEP-URIDINE

5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidite

5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidit

2‘-F-U amidite

DMT-2'-F-U Phosphoramidite

DMT-2’-F-dU-CE Phosphoramidite

5'-O-DMT-2'-fluoro-dU-CE

Inhibitor,Nucleoside Antimetabolite/Analog,DMT2′FluorodU Phosphoramidite,inhibit,DMT 2′Fluoro dU Phosphoramidite

5'-O-DMT-2'-F-2'-Deoxy Uridine -3’-Cyanoethyl Phosphoramidite

2'-Fluoro Uridine Amidite

3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-tetrahydrofuran-3-yl]oxy-(diisopropylamino)phosphanyl]oxypropanenitrile

DMTr-2'-F-dU-3'-CE-Phosphoramidite

2’-F-dU Amidite

5'-O-(4, 4'-dimethoxytrityl)-2'-fluoro-2'-deoxyuridine-3'-CE-Phosphoramidite

5'-ODMT-2'-Fluoro uridine-3'-OCEPA

2'-F-U Phosphoramidite

DMT-2'-F-dU-CE Phosphoramidite

2'-Fluoro-2'-deoxy Uridine CED Phosphoramidite

2'-F-5'-O-DMT-2'-dU-3'-CE-Phosphoramidite

5'-O-DMT-2'-fluoro-2'-Deoxyuridine 3'-CE phosphoramidite

DMT-2'FLUORO-DU PHOSPHORAMIDITE

Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite

DMT-2′Fluoro-dU Phosphoramidite, 10 mM in DMSO

2'-F-U Phosphoramidite

5'-O-DMT-2'-Fluoro-dU-CE, 99%, ≤0.2%(K.F.)

2’-Fluoro-dU Phosphoramidite, 5'-O-DMT-2'-fluoro-2’-deoxyuridine-3'-O-[O-(2-cyanoethyl)-N,N′-diisopropylphosphoramidite,

2’-F-rU CE Phosphoramidite

146954-75-8

Amidite