Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-[2-(trimethylsilyl)ethyl bis(1-methylethyl)phosphoramidite]

Base Information

• Chemical Name: Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-[2-(trimethylsilyl)ethyl bis(1-methylethyl)phosphoramidite]
• CAS No.: 154664-90-1
• Molecular Formula: C₄₂H₅₈N₃O₈PSi
• Molecular Weight: 791.997
• Mol file: 154664-90-1.mol

Synonyms:

Chemical Property of Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-[2-(trimethylsilyl)ethyl bis(1-methylethyl)phosphoramidite]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-[2-(trimethylsilyl)ethyl bis(1-methylethyl)phosphoramidite]

There total 9 articles about Thymidine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3'-[2-(trimethylsilyl)ethyl bis(1-methylethyl)phosphoramidite] 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: 90.0%

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + 2-(trimethylsilyl)ethyl N,N,N',N'-tetraisopropyl phosphorodiamidite (149578-28-9) → 5'-O-(4,4'-dimethoxytrityl)thymidine 3'-O-[2-(trimethylsilyl)ethyl] diisopropylphosphoramidite (154664-90-1,173653-35-5,173653-44-6)

Guidance literature:

N,N-diisopropylamine tetrazolide; In dichloromethane;

DOI:10.1081/NCN-200060342

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 5'-O-(4,4'-dimethoxytrityl)thymidine 3'-O-[2-(trimethylsilyl)ethyl] diisopropylphosphoramidite (154664-90-1,173653-35-5,173653-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1: PCl₃ / diethyl ether / 2 h / Ambient temperature

2: diethyl ether / 24 h / Ambient temperature

3: 1.) 1H-tetrazol, 1.) Et₃N / 1.) MeCN, 20 min; 3 h, 2.) -20 deg C, 12 h

With 1H-tetrazole; triethylamine; phosphorus trichloride; In diethyl ether;

Reference yield:

2-(trimethylsilyl)ethyl dichlorophosphite (128260-70-8) → 5'-O-(4,4'-dimethoxytrityl)thymidine 3'-O-[2-(trimethylsilyl)ethyl] diisopropylphosphoramidite (154664-90-1,173653-35-5,173653-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 24 h / Ambient temperature

2: 1.) 1H-tetrazol, 1.) Et₃N / 1.) MeCN, 20 min; 3 h, 2.) -20 deg C, 12 h

With 1H-tetrazole; triethylamine; In diethyl ether;

upstream raw materials:

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

N,N-diisopropylamino <2-(trimethylsilyl)ethyl>phosphorochloridite

2-(trimethylsilyl)ethyl N,N,N',N'-tetraisopropyl phosphorodiamidite

2-(Trimethylsilyl)ethanol