5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine

Base Information

• Chemical Name: 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine
• CAS No.: 929075-68-3
• Molecular Formula: C₃₃H₃₄N₂O₈
• Molecular Weight: 586.642
• Mol file: 929075-68-3.mol

Synonyms:5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine

Chemical Property of 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine

There total 5 articles about 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine 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: 84.0%

5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-(prop-2-en-1-yl)thymidine → 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine (929075-68-3)

Guidance literature:

5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-(prop-2-en-1-yl)thymidine; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; at 20 ℃; for 2h;

With sodium metabisulfite; In water; acetone; tert-butyl alcohol; for 0.5h;

With sodium periodate; In aq. phosphate buffer; acetone; at 20 ℃; for 2h; pH=7;

DOI:10.1016/j.bmcl.2016.06.020

Reference yield:

C34H38N2O9 (929075-67-2) → 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine (929075-68-3)

Guidance literature:

With sodium periodate; In water; acetone; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2013.12.026

Reference yield:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-(2-oxoethyl)thymidine (929075-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0 °C / Inert atmosphere; Sonication

1.2: Inert atmosphere

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 2 h / 20 °C

2.2: 2 h / 20 °C / pH 7 / aq. phosphate buffer

With osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; tert-butyl alcohol;

DOI:10.1055/s-0031-1289759

upstream raw materials:

4,4'-dimethoxytrityl chloride

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

thymidine

C₃₄H₃₈N₂O₉

Downstream raw materials:

5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-dephosphinicothymidylyl(6,9-dioxa-3,12-diazatetradecane-1,14-diyl)-(3'-5')-3'-O-[(tert-butyl)dimethylsilyl]thymidine

3'-O-(N-carbonylmethyl)-5'-O-(4,4'-dimethoxytrityl)thymidylyl-(3'->5')-5'-O-amino-3'-O-(tert-butyldimethylsilyl)thymidine

3'-O-(carboxymethyl)-5'-O-(4,4'-dimethoxytrityl)thymidine

C₄₉H₆₁N₅O₁₂Si

Refernces

• 1、 Ko?iová, Ivana,?imák, Ond?ej,Panova, Natalya,Budě?ínsky, Milo?,Petrová, Magdalena,Rejman, Dominik,Liboska, Radek,Páv, Ond?ej,Rosenberg, Ivan. "Inhibition of human thymidine phosphorylase by conformationally constrained pyrimidine nucleoside phosphonic acids and their "open-structure" isosteres". . p. 145 - 168. Retrieved 2014/02/14.
• 2、 Seio, Kohji,Terada, Takeshi,Mizuta, Masahiro,Ohkubo, Akihiro,Taguchi, Haruhiko,Sekine, Mitsuo. "Synthesis and hybridization properties of oligodeoxynucleotides with long-chain linkers". . p. 1946 - 1965. Retrieved 2008/03/13.