S4-(2-CYANOETHYL)-5'-O-(DIMETHOXYTRITYL)-4-THIOTHYMIDINE

Base Information

• Chemical Name: S4-(2-CYANOETHYL)-5'-O-(DIMETHOXYTRITYL)-4-THIOTHYMIDINE
• CAS No.: 142409-74-3
• Molecular Formula: C34H35N3O6S
• Molecular Weight: 613.734
• Mol file: 142409-74-3.mol

Synonyms:S4-(2-CYANOETHYL)-5'-O-(DIMETHOXYTRITYL)-4-THIOTHYMIDINE;S4-(2-CYANOETHYL)-5'-O-(DMT)-4-THIOTHYMIDINE

Chemical Property of S4-(2-CYANOETHYL)-5'-O-(DIMETHOXYTRITYL)-4-THIOTHYMIDINE

Chemical Property:

• PSA: 141.13000
• LogP: 5.23178

Purity/Quality:

97% ^*data from raw suppliers

S4-(2-CYANOETHYL)-5'-O-(DMT)-4-THIOTHYMIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S4-(2-CYANOETHYL)-5'-O-(DIMETHOXYTRITYL)-4-THIOTHYMIDINE

There total 11 articles about S4-(2-CYANOETHYL)-5'-O-(DIMETHOXYTRITYL)-4-THIOTHYMIDINE 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%

C13H17N3O4S (869355-26-0) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-Dimethoxytrityl)-4--thiothymidine (142409-74-3)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2012.11.079

Reference yield: 88.0%

Phenoxy-acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[4-(2-cyano-ethylsulfanyl)-5-methyl-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester (142409-73-2) → 5'-O-(4,4'-Dimethoxytrityl)-4--thiothymidine (142409-74-3)

Guidance literature:

With ammonium hydroxide; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(00)74217-1

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-Dimethoxytrityl)-4--thiothymidine (142409-74-3)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: NEt₃, DMAP / CH₂Cl₂

3: 1) N-methylimidazole, POCl₃, 2) iPr₂NEt / 1) MeCN, r.t., 3 h, 2) MeCN, 3 h

4: 88 percent / aq.NH₃ / acetonitrile / 4 h / Ambient temperature

With pyridine; 1-methyl-1H-imidazole; dmap; ammonium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)74217-1

upstream raw materials:

3-mercaptopropionitrile

5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine

Phenoxy-acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[4-(2-cyano-ethylsulfanyl)-5-methyl-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester

4,4'-dimethoxytrityl chloride

Downstream raw materials:

C₄₃H₅₂N₅O₇PS