tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

Base Information

Chemical Name:tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate
CAS No.:1616379-87-3
Molecular Formula:C₂₅H₄₁NO₄Si
Molecular Weight:447.69
Hs Code.:

Synonyms:tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

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Chemical Property of tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

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Technology Process of tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

There total 8 articles about tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate 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: 39.0%

: 1616379-81-7
(3R,5R)-tert-butyl 3-(tert-butyldimethylsilyloxy)-5-cycloprop-yl-2-oxopyrrolidine-1-carboxylate

: 1589-82-8
phenylmagnesium bromide

: 1616379-87-3
tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

Guidance literature:: In diethyl ether; at -78 - 20 ℃; for 3h;
DOI:10.1016/j.tet.2014.05.037

Reference yield:

: 1616380-07-4
(R)-N-((1S,3R)-3,4-bis(tert-butyldimethylsilyloxy)-1-cyclopropylbutyl)-2-methylpropane-2-sulfinamide

: 1616379-87-3
tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / ethanol; 1,4-dioxane / 0.5 h / 0 °C

2: triethylamine / dichloromethane

3: sarett reagent / N,N-dimethyl-formamide / 24 h / 20 °C

4: diethyl ether / 3 h / -78 - 20 °C

With hydrogenchloride; sarett reagent; triethylamine; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.05.037

Reference yield:

: 1616379-70-4
tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-hydroxybutylcarbamate

: 1616379-87-3
tert-butyl (1R,3R)-3-(tert-butyldimethylsilyloxy)-1-cyclopropyl-4-oxo-5-phenylpentylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: sarett reagent / N,N-dimethyl-formamide / 24 h / 20 °C

2: diethyl ether / 3 h / -78 - 20 °C

With sarett reagent; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.05.037