(5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

Base Information

Chemical Name:(5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one
CAS No.:1310339-95-7
Molecular Formula:C₂₉H₂₉NO₄
Molecular Weight:455.554
Hs Code.:

Synonyms:(5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

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Chemical Property of (5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

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Technology Process of (5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

There total 9 articles about (5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one 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: 71.0%

: 537030-28-7
(5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-benzyloxymethylhexahydropyrrolizin-3-one

: 1310339-95-7
(5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

Guidance literature:: (5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-benzyloxymethylhexahydropyrrolizin-3-one; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

With Phenylselenyl bromide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With dihydrogen peroxide; In dichloromethane; water; at 20 ℃;
DOI:10.1021/jo200600n

Reference yield: 64.0%

: 1-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-vinylpyrrolidin-1-yl)prop-2-en-1-one

: 1310339-95-7
(5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

Guidance literature:: With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium; In 1,2-dichloro-ethane; Inert atmosphere; Reflux;
DOI:10.1039/d1ob01172c

Reference yield:

: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-vinylpyrrolidine

: 1310339-95-7
(5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-5,6,7,7a-tetrahydropyrrolizin-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.33 h / -20 °C / Inert atmosphere

1.2: -20 - 20 °C / Inert atmosphere

2.1: 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium / 1,2-dichloro-ethane / Inert atmosphere; Reflux

With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium; triethylamine; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/d1ob01172c