(-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide
CAS No.:1349097-62-6
Molecular Formula:C₂₇H₃₇NO₅S
Molecular Weight:487.66
Hs Code.:

Synonyms:(-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

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Chemical Property of (-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

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Technology Process of (-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

There total 11 articles about (-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide 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:

: C₂₈H₄₁NO₈S₂

: 1349097-62-6
(-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

Guidance literature:: With 15-crown-5; sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;
DOI:10.1021/ol202747p

Reference yield:

: 1349097-46-6
(-)-(RS,2S,3R,4R,5S)-N-[1-(tert-butyldimethylsilyloxy)-2,3-dibenzyloxy-5-methoxymethoxy-7-(trimethylsilyl)hept-6-yn-4-yl]-2-methylpropane-2-sulfinamide

: 1349097-62-6
(-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / methanol / 2 h / 0 °C

2: Schwartz's reagent / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

4: triethylamine / dichloromethane / 0.5 h / 0 °C

5: 15-crown-5; sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

With Schwartz's reagent; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; mineral oil;
DOI:10.1021/ol202747p

Reference yield:

: 1349097-57-9
(+)-(RS,2S,3R,4R,5S)-N-[1-(tert-butyldimethylsilyloxy)-2,3-dibenzyloxy-5-(methoxymethoxy)hept-6-yn-4-yl]-2-methylpropane-2-sulfinamide

: 1349097-62-6
(-)-(RS,2R,3S,4R)-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allylpyrrolidin-1-yl]-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 4 steps

1: Schwartz's reagent / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3: triethylamine / dichloromethane / 0.5 h / 0 °C

4: 15-crown-5; sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

With Schwartz's reagent; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/ol202747p