(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

Base Information

Chemical Name:(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
CAS No.:1360594-44-0
Molecular Formula:C₃₆H₅₆N₂O₁₀SSi
Molecular Weight:737
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 11 articles about (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 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: 66.0%

: 1360594-43-9
C₃₅H₅₄N₂O₈Si

: 124-63-0
methanesulfonyl chloride

: 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

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 2h; 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

: 1360594-44-0
(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

Guidance literature:: Multi-step reaction with 10 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

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

: 1360594-44-0
(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

Guidance literature:: Multi-step reaction with 9 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

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