tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate
CAS No.:1345017-65-3
Molecular Formula:C₃₀H₄₃NO₅Si
Molecular Weight:525.761
Hs Code.:

Synonyms:tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

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Chemical Property of tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

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Technology Process of tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

There total 3 articles about tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate 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%

: 1345017-64-2
tert-butyl (R,E)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-2,5-dihydrofuran-2-yl)pent-3-en-2-ylcarbamate

: 1345017-65-3
tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

Guidance literature:: With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 24h;
DOI:10.1016/j.tetlet.2011.08.084

Reference yield:

: 1345017-50-6
tert-butyl (2R,6R,E)-1-(tert-butyldiphenylsilyloxy)-6-hydroxyocta-3,7-dien-2-ylcarbamate

: 1345017-65-3
tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: Grubbs catalyst first generation / dichloromethane / 24 h / 20 °C / Inert atmosphere

3: palladium on activated charcoal; hydrogen / ethyl acetate / 24 h / 20 °C

With Grubbs catalyst first generation; dmap; palladium on activated charcoal; hydrogen; triethylamine; In dichloromethane; ethyl acetate;
DOI:10.1016/j.tetlet.2011.08.084

Reference yield:

: 1345017-63-1
(3R,7R,E)-7-(tert-butoxycarbonylamino)-8-(tert-butyldiphenylsilyloxy)octa-1,5-dien-3-yl acrylate

: 1345017-65-3
tert-butyl (R)-1-(tert-butyldiphenylsilyloxy)-5-((R)-5-oxo-tetrahydrofuran-2-yl)pentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: Grubbs catalyst first generation / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / ethyl acetate / 24 h / 20 °C

With Grubbs catalyst first generation; palladium on activated charcoal; hydrogen; In dichloromethane; ethyl acetate;
DOI:10.1016/j.tetlet.2011.08.084