5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine

Base Information

• Chemical Name: 5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine
• CAS No.: 1620571-34-7
• Molecular Formula: C₂₉H₄₈N₂O₇Si₂
• Molecular Weight: 592.88
• Mol file: 1620571-34-7.mol

Synonyms:5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine

Chemical Property of 5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine

There total 2 articles about 5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-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: 66.0%

5′(S)-C-(butylaminomethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)uridine (1620571-25-6) + benzyl alcohol (100-51-6,185532-71-2) → 5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine (1620571-34-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 60 ℃; for 16h; regioselective reaction;

DOI:10.1021/jo501410m

Reference yield:

C22H40N2O5Si2 (1620571-24-5) → 5′(S)-C-(benzyloxymethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)-uridine (1620571-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 30 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 16 h / 0 - 60 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1021/jo501410m

upstream raw materials:

5′(S)-C-(butylaminomethyl)-2′,3′-di-O-(tert-butyldimethylsilyl)uridine

benzyl alcohol

C₂₂H₄₀N₂O₅Si₂