3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine

Base Information

• Chemical Name: 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine
• CAS No.: 528586-05-2
• Molecular Formula: C₆₁H₈₀N₂O₁₁
• Molecular Weight: 1017.31
• Mol file: 528586-05-2.mol

Synonyms:3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine

Chemical Property of 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine

There total 5 articles about 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine 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%

2-(2,3-di-O-benzyl-4-O-stearoyl-β-L-fucopyranosylsulfanyl)pyrimidine (201348-64-3) + 1'-(3',5'-di-O-benzyl-β-D-ribofuranosyl)-uracil (41111-29-9) → 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine (528586-05-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0008-6215(02)00356-7

Reference yield:

benzyl bromide (100-39-0) → 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine (528586-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Bu₂SnO / methanol / 1 h / Heating

1.2: 71 percent / Bu₄NI / toluene / 18 h / 50 °C

2.1: 90 percent / pyridine / 3 h / 20 °C

3.1: 90 percent / TMSOTf / CH₂Cl₂ / 3 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(02)00356-7

Reference yield:

1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose (191543-69-8) → 3',5'-di-O-benzyl-2'-O-(2,3-di-O-benzyl-4-O-stearoyl-α-L-fucopyranosyl)uridine (528586-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: molecular sieves 4 Angstroem / CH₂Cl₂ / 8 h / 20 °C

1.2: 85 percent / HCOOH / CH₂Cl₂ / 0.17 h

2.1: 90 percent / TMSOTf / CH₂Cl₂ / 3 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane;

DOI:10.1016/S0008-6215(02)00356-7

upstream raw materials:

2-(2,3-di-O-benzyl-4-O-stearoyl-β-L-fucopyranosylsulfanyl)pyrimidine

1'-(3',5'-di-O-benzyl-β-D-ribofuranosyl)-uracil

benzyl bromide

1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose