(2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate

Base Information

• Chemical Name: (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate
• CAS No.: 1316852-31-9
• Molecular Formula: C₂₀H₂₄F₅NO₆Si
• Molecular Weight: 497.491
• Mol file: 1316852-31-9.mol

Synonyms:(2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate

Chemical Property of (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate

There total 2 articles about (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate 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: 96.0%

pentafluorobenzoylchloride (2251-50-5) + (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl hydroxycarbamate (1316852-30-8) → (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate (1316852-31-9)

Guidance literature:

With triethylamine; In diethyl ether; at -8 - 0 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.05.106

Reference yield:

(2R,3R)-2-[(tert-butyldimethylsilanyloxy)methyl]-3-hydroxy-3,6-dihydro-2H-pyran (273199-64-7) → (2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl (perfluorobenzoyl)oxycarbamate (1316852-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 2 h / 40 °C / Inert atmosphere

1.2: 24 h / 40 °C

2.1: triethylamine / diethyl ether / -8 - 0 °C / Inert atmosphere

With pyridine; triethylamine; In diethyl ether;

DOI:10.1016/j.tetlet.2011.05.106

upstream raw materials:

pentafluorobenzoylchloride

(2R,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl hydroxycarbamate

(2R,3R)-2-[(tert-butyldimethylsilanyloxy)methyl]-3-hydroxy-3,6-dihydro-2H-pyran