tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

Base Information

Chemical Name:tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate
CAS No.:1616379-86-2
Molecular Formula:C₂₅H₄₃NO₄Si
Molecular Weight:449.706
Hs Code.:

Synonyms:tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

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Chemical Property of tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

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Technology Process of tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

There total 8 articles about tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-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: 80.0%

: 1616379-79-3
tert-butyl (3R,5R)-3-((tert-butyldimethylsilyl)oxy)-5-isopropyl-2-oxopyrrolidine-1-carboxylate

: 1589-82-8
phenylmagnesium bromide

: 1616379-86-2
tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

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

Reference yield:

: 1467751-07-0
(R,E)-N-((R)-3,4-bis(tert-butyldimethylsilyloxy)butylidene)-2-methylpropane-2-sulfinamide

: 1616379-86-2
tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 12 h / -78 - 20 °C

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

3: triethylamine / dichloromethane

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

5: diethyl ether / 3 h / -78 - 20 °C

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

Reference yield:

: 486444-34-2
(+)-(R)-3,4-bis((tert-butyldimethylsilyl)oxy)butanal

: 1616379-86-2
tert-butyl (3R,5R)-5-(tert-butyldimethylsilyloxy)-2-methyl-6-oxo-7-phenylheptan-3-ylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1: copper(II) sulfate; pyridinium p-toluenesulfonate / dichloromethane / 19 h

2: tetrahydrofuran / 12 h / -78 - 20 °C

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

4: triethylamine / dichloromethane

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

6: diethyl ether / 3 h / -78 - 20 °C

With hydrogenchloride; sarett reagent; pyridinium p-toluenesulfonate; copper(II) sulfate; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.05.037