(2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

Base Information

Chemical Name:(2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine
CAS No.:1615251-26-7
Molecular Formula:C₅₂H₄₉NO₄
Molecular Weight:751.965
Hs Code.:

Synonyms:(2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

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Chemical Property of (2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

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Technology Process of (2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

There total 3 articles about (2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)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: 79.0%

: 1615251-24-5
(2S,3R,4R,5S)-benzyl 3,4-bis(benzyloxy)-2-(4-(benzyloxy)-phenyl)-5-(trityloxymethyl)pyrrolidine-1-carboxylate

: 1615251-26-7
(2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Reflux;
DOI:10.1039/c4ob00503a

Reference yield:

: benzyl (2R,3R,4R)-2,3-bis(benzyloxy)-1-(4-(benzyloxy)-phenyl)-4,5-dihydroxypentylcarbamate

: 1615251-26-7
(2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

3: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

4: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Reflux

With dmap; lithium aluminium tetrahydride; potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c4ob00503a

Reference yield:

: benzyl (2R,3R,4R)-2,3-bis(benzyloxy)-1-(4-(benzyloxy)-phenyl)-4-hydroxy-5-(trityloxy)pentylcarbamate

: 1615251-26-7
(2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-methyl-5-(trityloxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Reflux

With dmap; lithium aluminium tetrahydride; potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c4ob00503a