3-[[2-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

Base Information

• Chemical Name: 3-[[2-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• CAS No.: 98796-51-1
• Molecular Formula: C40H49N4O8P
• Molecular Weight: 744.825
• Hs Code.: 29349990
• European Community (EC) Number: 685-410-3
• Mol file: 98796-51-1.mol

Synonyms:98796-51-1;BCP08684;MFCD00055063;SY078645;5 inverted exclamation mark -O-(4, 4 inverted exclamation mark -Dimethoxytrityl)thymidine-3 inverted exclamation mark -(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property of 3-[[2-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-50℃
• PKA: 9.55±0.10(Predicted)
• PSA: 150.86000
• Density: 1.22 at 20℃
• LogP: 6.81958
• Storage Temp.: Store at -20°C
• Solubility.: soluble, clear
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 17
• Exact Mass: 744.32880153
• Heavy Atom Count: 53
• Complexity: 1240

Purity/Quality:

99% ^*data from raw suppliers

5''-O-[Bis(4-Methoxyphenyl)phenylmethyl]-thymidine3''-[2-CyanoethylN,N-bis(1-methylethyl)phosphoramidite] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)OP(N(C(C)C)C(C)C)OCCC#N
• Uses: 5''-O-[Bis(4-Methoxyphenyl)phenylmethyl]-thymidine 3''-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite] is a nucleotide and reactant used in the solid-phase synthesis of phosphorothioate oligonucleotides, and in the synthesis of lipophilic 5''-phosphoramidate derivatives of DNA and RNA oligonucleotides.

Technology Process of 3-[[2-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

There total 14 articles about 3-[[2-[[Bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile 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: 97.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1)

Guidance literature:

With chloro-trimethyl-silane; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1039/a701924f

Reference yield: 94.0%

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + 2-cyanoethoxy(N,N-diisopropylamino)3-nitro-1,2,4-triazolylphosphine (174647-46-2) → 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 0.166667h; Ambient temperature;

DOI:10.1016/0040-4039(95)02165-5

Reference yield: 80.0%

→ 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1)

Guidance literature:

upstream raw materials:

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

5'-O-(4-4'-dimethoxytrityl)thymidine

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

N,N-diisopropylphosphoramide dichloride

Downstream raw materials:

Phosphorous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester bis-(2-cyano-ethyl) ester

TpTpTpTp

C₄₀H₄₉N₄O₈P

2-Cyanoethyl 5'-O-(dimethoxytrityl)thymidin-3'-yl N-(phenylacetyl)phosphoramidate