(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

Base Information

Chemical Name:(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol
CAS No.:1105054-59-8
Molecular Formula:C₂₉H₃₃NO₄
Molecular Weight:459.585
Hs Code.:

Synonyms:(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

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Chemical Property of (2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

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Technology Process of (2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

There total 2 articles about (2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol 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: 98.0%

: 537030-19-6
(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

: 1730-25-2
allylmagnesium bromide

: 1105054-59-8
(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

Guidance literature:: (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide; allylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 13h;

With ammonium chloride; In tetrahydrofuran; water; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2009.12.030

Reference yield: 75.0%

: 2622-05-1
allylmagnesium bromide

: 537030-19-6
(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

: 1105054-59-8
(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield: 100.0%

: 1105054-59-8
(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

: (2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-(benzyloxy-methyl)pyrrolidine

Guidance literature:: (2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol; With acetic acid; zinc; In water; at 20 ℃; for 0.666667h;

With sodium carbonate; In water;
DOI:10.1016/j.tet.2009.12.030