5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine

Base Information

• Chemical Name: 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine
• CAS No.: 161016-59-7
• Molecular Formula: C₂₆H₃₀N₄O₄
• Molecular Weight: 462.549
• Mol file: 161016-59-7.mol

Synonyms:

Chemical Property of 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine

There total 4 articles about 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine 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:

N,N'-diphenylethylenediamine (150-61-8) + (2S,3S,5R)-3-Ethoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde → 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine (161016-59-7)

Guidance literature:

With acetic acid; In methanol; at 20 ℃; for 20h; Yield given;

DOI:10.1080/15257779408010674

Reference yield:

3'-O-ethylthymidine (81542-72-5) → 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine (161016-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA, DCC, Py, oxalic acid dihydrate / dimethylsulfoxide; methanol / 11 h / 20 °C

2: glacial acetic acid / methanol / 20 h / 20 °C

With pyridine; oxalic acid; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dimethyl sulfoxide;

DOI:10.1080/15257779408010674

Reference yield:

5'-O-tritylthymidine (7791-71-1) → 5'-deoxy-5',5'-(N,N'-diphenylethylenediamino)-3'-O-ethylthymidine (161016-59-7)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / benzene; dioxane / 10 h / 70 °C

2: aq. AcOH / 1 h / 95 °C

3: TFA, DCC, Py, oxalic acid dihydrate / dimethylsulfoxide; methanol / 11 h / 20 °C

4: glacial acetic acid / methanol / 20 h / 20 °C

With pyridine; potassium hydroxide; oxalic acid; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; methanol; dimethyl sulfoxide; benzene;

DOI:10.1080/15257779408010674

upstream raw materials:

N,N'-diphenylethylenediamine

3'-O-ethylthymidine

5'-O-tritylthymidine

3'-O-ethyl-thymidine 5'-trityl ether

Downstream raw materials:

4'-C-(benzoyloxymethyl)-3'-O-ethylthymidine