(S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

Base Information

Chemical Name:(S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine
CAS No.:1138325-32-2
Molecular Formula:C₂₅H₃₅NO₄Si
Molecular Weight:441.643
Hs Code.:

Synonyms:(S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

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Chemical Property of (S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

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Technology Process of (S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

There total 7 articles about (S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine 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: 87.0%

: 1138325-31-1
((S)-2-azido-2-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)diphenylsilane

: 1138325-32-2
(S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

Guidance literature:: With Lindlar's catalyst; hydrogen; In methanol; for 2h; under 1 Torr;
DOI:10.1021/jo900030p

Reference yield:

: 1138325-28-6
(R)-1-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)-2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl methanesulfonate

: 1138325-32-2
(S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / methanol / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

4: Lindlar's catalyst; hydrogen / methanol / 2 h / 760.05 Torr

With pyridine; sodium azide; Lindlar's catalyst; hydrogen; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201100968

Reference yield:

: 1138325-27-5
(R)-2-(benzyloxy)-1-((4S,5S)-5-((R)-2-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl methanesulfonate

: 1138325-32-2
(S)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5S)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanamine

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 3102.97 Torr

2: potassium carbonate / methanol / 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

5: Lindlar's catalyst; hydrogen / methanol / 2 h / 760.05 Torr

With pyridine; sodium azide; palladium 10% on activated carbon; Lindlar's catalyst; hydrogen; potassium carbonate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201100968