N³-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine

Base Information

• Chemical Name: N³-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine
• CAS No.: 1414853-76-1
• Molecular Formula: C₃₀H₃₂N₂O₁₂S
• Molecular Weight: 644.656
• Mol file: 1414853-76-1.mol

Synonyms:N³-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine

Chemical Property of N³-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N³-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine

There total 5 articles about N³-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine 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: 60.0%

N3-Boc-2'-O-methylsulfonyloxy-5-methyluridine (1266095-81-1) + benzoyl chloride (98-88-4) → N3-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine (1414853-76-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2012.10.001

Reference yield:

1-[(6aR,8R,9S,9aR)-tetrahydro-9-hydroxy-2,2,4,4-tetraisopropyl-6H-furo[3,2-f]-[1,3,5,2,4]trioxadisilocin-8-yl](5-methylpyrimidine)-2.4(1H.3H)-dione (130983-87-8) → N3-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine (1414853-76-1)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 1.66 h / 0 - 20 °C

2: dmap

3: tetrabutyl ammonium fluoride

4: triethylamine / tetrahydrofuran / 10 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.tet.2012.10.001

Reference yield:

C28H50N2O11SSi2 (1266095-80-0) → N3-Boc-3',5'-O-bis-benzoyl-2'-O-methylsulfonyloxy-5-methyluridine (1414853-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride

2: triethylamine / tetrahydrofuran / 10 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.tet.2012.10.001

upstream raw materials:

N₃-Boc-2'-O-methylsulfonyloxy-5-methyluridine

benzoyl chloride

3',5'-O-1,1,3,3-tetraisopropyl-1,3-disiloxane-2'-O-methylsulfonyloxy-5-methyluridine

1-[(6aR,8R,9S,9aR)-tetrahydro-9-hydroxy-2,2,4,4-tetraisopropyl-6H-furo[3,2-f]-[1,3,5,2,4]trioxadisilocin-8-yl](5-methylpyrimidine)-2.4(1H_.3H)-dione