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

Base Information

Chemical Name:(1R,2R,3R,7S,7aS)-1,2-bis(benzyloxy)-3-benzyloxymethyl-7-(dimethylphenylsilyl)pyrrolizidine
CAS No.:1357007-95-4
Molecular Formula:C₃₇H₄₃NO₃Si
Molecular Weight:577.839
Hs Code.:

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

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

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

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

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

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: samarium diiodide; 1,1,1,3',3',3'-hexafluoro-propanol; lithium bromide / tetrahydrofuran / 0.1 h / -78 - -30 °C / Inert atmosphere

1.2: 80 °C / Sonication; Inert atmosphere

2.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 80 °C / Inert atmosphere

With samarium diiodide; borane-dimethyl sulfide complex; 1,1,1,3',3',3'-hexafluoro-propanol; lithium bromide; In tetrahydrofuran;
DOI:10.1021/ol203396s

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: samarium diiodide; 1,1,1,3',3',3'-hexafluoro-propanol; lithium bromide / tetrahydrofuran / 0.1 h / -78 - -30 °C / Inert atmosphere

1.2: 80 °C / Sonication; Inert atmosphere

2.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 80 °C / Inert atmosphere

With samarium diiodide; borane-dimethyl sulfide complex; 1,1,1,3',3',3'-hexafluoro-propanol; lithium bromide; In tetrahydrofuran;
DOI:10.1021/ol203396s