(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

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Chemical Name:(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one
CAS No.:1357007-89-6
Molecular Formula:C₃₇H₄₁NO₄Si
Molecular Weight:591.822
Hs Code.:

Synonyms:(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

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Chemical Property of (1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

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Technology Process of (1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

There total 1 articles about (1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-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: 64.0%

: 223245-66-7
ethyl (E)-3-dimethylphenylsilyl-2-propenoate

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

: 1357007-89-6
(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

Guidance literature:: ethyl (E)-3-dimethylphenylsilyl-2-propenoate; (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide; With samarium diiodide; 1,1,1,3',3',3'-hexafluoro-propanol; lithium bromide; In tetrahydrofuran; at -78 - -30 ℃; for 0.1h; Inert atmosphere;

With acetic acid; zinc; In tetrahydrofuran; at 80 ℃; optical yield given as %de; diastereoselective reaction; Sonication; Inert atmosphere;
DOI:10.1021/ol203396s

Reference yield: 73.0%

: 1357007-89-6
(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

: 1357007-95-4
(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidine

Guidance literature:: With borane-dimethyl sulfide complex; In tetrahydrofuran; at 80 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol203396s

Reference yield: 57.0%

: 1357007-89-6
(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidin-5-one

: 1357007-93-2
(1R,2R,3R,7S,7aR)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-hydroxypyrrolizidin-5-one

Guidance literature:: With Cumene hydroperoxide; tetrabutyl ammonium fluoride; potassium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol203396s