(+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

Base Information

Chemical Name:(+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine
CAS No.:1349097-64-8
Molecular Formula:C₂₆H₃₃NO₄
Molecular Weight:423.552
Hs Code.:

Synonyms:(+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

Suppliers and Price of (+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

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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,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

There total 13 articles about (+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine 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:

: C₂₃H₂₉NO₄

: 106-95-6
allyl bromide

: 1349097-64-8
(+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

Guidance literature:: With triethylamine; In 1,4-dioxane; methanol; at 0 - 20 ℃; for 3h;
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

: 1349097-64-8
(+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

Guidance literature:: Multi-step reaction with 7 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

6: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 0 °C

7: triethylamine / 1,4-dioxane; methanol / 3 h / 0 - 20 °C

With hydrogenchloride; Schwartz's reagent; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; 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

: 1349097-64-8
(+)-(2R,3S,4R)-1-allyl-3,4-di(benzyloxy)-2-[(S)-1-(methoxymethoxy)allyl]pyrrolidine

Guidance literature:: Multi-step reaction with 6 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

5: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 0 °C

6: triethylamine / 1,4-dioxane; methanol / 3 h / 0 - 20 °C

With hydrogenchloride; Schwartz's reagent; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; mineral oil;
DOI:10.1021/ol202747p