(2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

Base Information

Chemical Name:(2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine
CAS No.:1616379-84-0
Molecular Formula:C₂₇H₄₉NOSi
Molecular Weight:431.778
Hs Code.:

Synonyms:(2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

Chemical Property:

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Technology Process of (2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

There total 11 articles about (2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine 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:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: C₂₆H₄₇NOSi

: 1616379-84-0
(2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

Guidance literature:: In methanol; for 3h;
DOI:10.1016/j.tet.2014.05.037

Reference yield:

: 1616379-54-4
(R)-N-((2R,4S)-1,2-bis(tert-butyldimethylsilyloxy)tridecan-4-yl)-2-methylpropane-2-sulfinamide

: 1616379-84-0
(2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

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

2: triethylamine / dichloromethane

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

4: diethyl ether / 3 h / -78 - 20 °C

5: trifluoroacetic acid / 1 h / 20 °C

6: sodium hydroxide / water / pH 10 - 12

7: palladium 10% on activated carbon; hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 8 h

8: methanol / 3 h

With hydrogenchloride; sarett reagent; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; triethylamine; trifluoroacetic acid; sodium hydroxide; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.05.037

Reference yield:

: 1616379-68-0
tert-butyl (2R,4S)-2-(tert-butyldimethylsilyloxy)-1-hydroxytridecan-4-ylcarbamate

: 1616379-84-0
(2R,3R,5S)-2-benzyl-3-(tert-butyldimethylsilyloxy)-1-methyl-5-nonylpyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

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

2: diethyl ether / 3 h / -78 - 20 °C

3: trifluoroacetic acid / 1 h / 20 °C

4: sodium hydroxide / water / pH 10 - 12

5: palladium 10% on activated carbon; hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 8 h

6: methanol / 3 h

With sarett reagent; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; trifluoroacetic acid; sodium hydroxide; In methanol; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.05.037