5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N⁴-2′,3′-O-tris-benzyloxycarbonyl cytidine

Base Information

• Chemical Name: 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N⁴-2′,3′-O-tris-benzyloxycarbonyl cytidine
• CAS No.: 1120346-92-0
• Molecular Formula: C₄₆H₅₁N₄O₁₂P
• Molecular Weight: 882.904
• Mol file: 1120346-92-0.mol

Synonyms:5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N⁴-2′,3′-O-tris-benzyloxycarbonyl cytidine

Chemical Property of 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N⁴-2′,3′-O-tris-benzyloxycarbonyl cytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N⁴-2′,3′-O-tris-benzyloxycarbonyl cytidine

There total 8 articles about 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N⁴-2′,3′-O-tris-benzyloxycarbonyl cytidine 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: 92.0%

2',3'-O-N4-tris(benzyloxycarbonyl)-5'-deoxycytidine + benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite (108549-21-9) → 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N4-2′,3′-O-tris-benzyloxycarbonyl cytidine (1120346-92-0)

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.5b01181

Reference yield:

2',3'-O-N4-tris(benzyloxycarbonyl)-5'-deoxycytidine + (benzyloxy)chloro(diisopropylamino)phosphane (128753-68-4) → 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N4-2′,3′-O-tris-benzyloxycarbonyl cytidine (1120346-92-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo4011156

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 5′-[benzyl-N,N-bis(1-methylethyl)phosphoramidite]-N4-2′,3′-O-tris-benzyloxycarbonyl cytidine (1120346-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / diethyl ether / -20 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jo4011156

upstream raw materials:

(benzyloxy)chloro(diisopropylamino)phosphane

benzyl alcohol

diisopropylamine

bis(diisopropylamino)chlorophosphine