1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil

Base Information

• Chemical Name: 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil
• CAS No.: 937181-54-9
• Molecular Formula: C₃₁H₄₁IN₂O₇Si
• Molecular Weight: 708.666

Synonyms:1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil

Chemical Property of 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil

There total 3 articles about 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil 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: 84.0%

5'-O-(tert-butyldimethylsilyl)-3-N,2'-O-di(4-methoxybenzyl)uridine (937181-53-8) → 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil (937181-54-9)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 75 ℃; for 2.5h;

DOI:10.1021/jo062614d

Reference yield:

3-N,2'-O-di(4-methoxybenzyl)uridine → 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil (937181-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine / 1 h

2: 84 percent / I₂; PPh₃; imidazole / toluene / 2.5 h / 75 °C

With pyridine; 1H-imidazole; iodine; triphenylphosphine; In toluene;

DOI:10.1021/jo062614d

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-iodo-2-O-(4-methoxybenzyl)-β-D-xylofuranosyl]-3-(4-methoxybenzyl)uracil (937181-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine / 1 h

2: 84 percent / I₂; PPh₃; imidazole / toluene / 2.5 h / 75 °C

With pyridine; 1H-imidazole; iodine; triphenylphosphine; In toluene;

DOI:10.1021/jo062614d

upstream raw materials:

5'-O-(tert-butyldimethylsilyl)-3-N,2'-O-di(4-methoxybenzyl)uridine

tert-butyldimethylsilyl chloride

Downstream raw materials:

1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-2-O-(4-methoxybenzyl)-β-D-glycero-pent-3-enofuranosyl]-3-(4-methoxybenzyl)uracil

1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3,4-C-(difluoromethylene)-2-O-(4-methoxybenzyl)-α-L-arabinofuranosyl]-3-(4-methoxybenzyl)uracil

1-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3,4-C-(difluoromethylene)-2-O-(4-methoxybenzyl)-β-D-ribofuranosyl]-3-(4-methoxybenzyl)uracil

C₁₈H₁₈F₂N₂O₆

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