(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

Base Information

Chemical Name:(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol
CAS No.:893403-01-5
Molecular Formula:C₃₃H₄₅NO₃Si
Molecular Weight:531.811
Hs Code.:

Synonyms:(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

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Chemical Property of (2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

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Technology Process of (2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

There total 3 articles about (2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-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: 82.0%

: 893402-99-8
(2S,3R,4R)-1-benzyl-4-benzyloxy-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

: 100-39-0
benzyl bromide

: 893403-01-5
(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 25 ℃; for 5h;
DOI:10.1016/j.tet.2006.02.074

Reference yield:

: 800407-08-3
(3aS,6R,6aR)-4-Benzyl-6-benzyloxy-hexahydro-furo[3,2-b]pyrrol-2-one

: 893403-01-5
(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 25 °C

2: 95 percent / imidazole / CH₂Cl₂ / 3 h / 25 °C

3: 82 percent / NaH; TBAI / tetrahydrofuran / 5 h / 25 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2006.02.074

Reference yield:

: 800407-09-4
(2S,3R,4R)-1-benzyl-4-benzyloxy-2-(2-hydroxyethyl)pyrrolidin-3-ol

: 893403-01-5
(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / imidazole / CH₂Cl₂ / 3 h / 25 °C

2: 82 percent / NaH; TBAI / tetrahydrofuran / 5 h / 25 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2006.02.074