FdU-amidite

Base Information

• Chemical Name: FdU-amidite
• CAS No.: 142246-63-7
• Molecular Formula: C₃₉H₄₆FN₄O₈P
• Molecular Weight: 748.788
• European Community (EC) Number: 634-311-3
• NSC Number: 729744
• Mol file: 142246-63-7.mol

Synonyms:142246-63-7;FdU-amidite;3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile;5/'-O-(4,4/'-DIMETHOXYTRITYL)-5-FLUORODEOXYURIDINE-3/'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE;NSC729744;5'-O-(4,N-diisopropylphosphoramidite;NSC-729744;AC-32405;2,3H)-Pyrimidinedione, 1-[5-O-[bis(4-methoxyphenyl) phenylmethyl]-3-O-[[bis(1-methylethyl)amino](2-cyanoethoxy) phosphino]2-deoxy-.beta.-D-erythro-pentofuranosyl]-5-fluoro-;Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-fluoro-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite];Uridine,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-fluoro-,3'-[2-cyanoethylbis(1-methylethyl)phosphoramidite];Uridine,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-fluoro-,3'-[2-cyanoethylbis(1-methylethyl)phosphoramidite](9ci)

Chemical Property of FdU-amidite

Chemical Property:

• PSA: 150.86000
• LogP: 6.65028
• Storage Temp.: Store at -20°C
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 17
• Exact Mass: 748.30372960
• Heavy Atom Count: 53
• Complexity: 1240

Purity/Quality:

99% ^*data from raw suppliers

5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-fluoro-uridine 3'-[2-cyanoethylbis(1-methylethyl)phosphoramidite] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(C(C)C)P(OCCC#N)OC1CC(OC1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=C(C(=O)NC5=O)F
• Isomeric SMILES: CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=C(C(=O)NC5=O)F
• Uses: 5''-O-[Bis(4-methoxyphenyl)phenylmethyl]-2''-deoxy-5-fluoro-uridine 3''-[2-cyanoethylbis(1-methylethyl)phosphoramidite] is a nucleoside analog that may be effective in the treatment of breast cancer by influencing the expression of HER-2.

Technology Process of FdU-amidite

There total 7 articles about FdU-amidite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

→ (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite (142246-63-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; for 0.0833333h;

With dmap; In dichloromethane; toluene; for 0.133333h;

Reference yield: 78.0%

1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione (104495-48-9) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite (142246-63-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.2147/IJN.S231144

Reference yield: 70.0%

1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione (104495-48-9) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite (142246-63-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

upstream raw materials:

1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

4,4'-dimethoxytrityl chloride

5-Fluoro-2'-deoxyuridine