tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate
CAS No.:1360594-45-1
Molecular Formula:C₃₅H₅₂N₂O₇Si
Molecular Weight:640.893
Hs Code.:

Synonyms:tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

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Chemical Property of tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

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Technology Process of tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

There total 12 articles about tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate 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: 73.0%

: 1360594-44-0
(S)-2-(tert-butoxycarbonyl)-1-{(4S,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethyl methanesulfonate

: 1360594-45-1
tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

Guidance literature:: With sodium hydride; In tetrahydrofuran; paraffin oil; at 20 ℃; for 8h; Inert atmosphere;
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

: 1360594-45-1
tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 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

6: acetonitrile / 6 h / Inert atmosphere

7: sodium azide / N,N-dimethyl-formamide / 2 h / 110 °C / Inert atmosphere

8: palladium 10% on activated carbon; hydrogen / methanol / 2 h

9: methanol / 20 °C / Inert atmosphere

10: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

11: sodium hydride / tetrahydrofuran; paraffin oil / 8 h / 20 °C / Inert atmosphere

With pyridine; sodium azide; palladium 10% on activated carbon; Lindlar's catalyst; hydrogen; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; paraffin oil;
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

: 1360594-45-1
tert-butyl (2R)-2-{(4R,5R)-5-[(S)-1-(tert-butoxycarbonyl)-2-(tertbutyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 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

5: acetonitrile / 6 h / Inert atmosphere

6: sodium azide / N,N-dimethyl-formamide / 2 h / 110 °C / Inert atmosphere

7: palladium 10% on activated carbon; hydrogen / methanol / 2 h

8: methanol / 20 °C / Inert atmosphere

9: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

10: sodium hydride / tetrahydrofuran; paraffin oil / 8 h / 20 °C / Inert atmosphere

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