5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite]

Base Information

• Chemical Name: 5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite]
• CAS No.: 198637-50-2
• Molecular Formula: C₃₈H₄₅N₄O₆P
• Molecular Weight: 684.772
• Mol file: 198637-50-2.mol

Synonyms:5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite]

Chemical Property of 5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite]

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite]

There total 1 articles about 5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)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: 71.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 5'-O-trityldeoxyxylothymidine (55612-11-8) → 5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite] (198637-50-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/1099-0690(200104)2001:8<1491::AID-EJOC1491>3.0.CO;2-3

Reference yield:

3'-O-acetylthymidine (21090-30-2) + 5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite] (198637-50-2) → acetic acid 2-{(2-cyano-ethoxy)-[5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yloxy]-phosphanyloxymethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (1053651-85-6)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1002/1099-0690(200104)2001:8<1491::AID-EJOC1491>3.0.CO;2-3

Reference yield:

5'-O-trityldeoxyxylothymidine 3'-O-[N,N-diisopropyl-O-(2-cyanoethyl)phosphoramidite] (198637-50-2) → RP-5'-O-trityldeoxyxylothymidyl-3'-O-acetylthymidyl (3',5')-O-(2-cyanoethyl)phosphorothioate (198637-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / acetonitrile / 2 h / 20 °C

2: S₈ / acetonitrile; CH₂Cl₂

With 1H-tetrazole; sulfur; In dichloromethane; acetonitrile;

DOI:10.1002/1099-0690(200104)2001:8<1491::AID-EJOC1491>3.0.CO;2-3

upstream raw materials:

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

5'-O-trityldeoxyxylothymidine

Downstream raw materials:

acetic acid 2-{(2-cyano-ethoxy)-[5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yloxy]-phosphanyloxymethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

S_P-5'-O-trityldeoxyxylothymidyl-3'-O-acetylthymidyl (3',5')-O-(2-cyanoethyl)phosphorothioate

R_P-5'-O-trityldeoxyxylothymidyl-3'-O-acetylthymidyl (3',5')-O-(2-cyanoethyl)phosphorothioate