(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

Base Information

Chemical Name:(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol
CAS No.:1360594-47-3
Molecular Formula:C₂₅H₃₇NO₄Si
Molecular Weight:443.659
Hs Code.:

Synonyms:(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

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Chemical Property of (S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

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Technology Process of (S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

There total 7 articles about (S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol 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: 77.0%

: 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

: 1360594-47-3
(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; for 10h; under 760.051 Torr; regioselective reaction;
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

: 1360594-47-3
(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

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: palladium 10% on activated carbon; hydrogen / methanol / 10 h / 760.05 Torr

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

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

: 1360594-47-3
(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

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: palladium 10% on activated carbon; hydrogen / methanol / 10 h / 760.05 Torr

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