1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

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Chemical Name:1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine
CAS No.:1319211-67-0
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

Synonyms:1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

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Chemical Property of 1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

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Technology Process of 1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

There total 8 articles about 1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine 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: 94.0%

: 1319211-65-8
(S)-1-benzyl-5-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidin-2-one

: 1319211-67-0
1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

Guidance literature:: (S)-1-benzyl-5-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidin-2-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

With methanol; silica gel; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.129

Reference yield:

: 1319211-60-3
methyl 4-(benzyl(hydroxy)amino)-4-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)butanoate

: 1319211-67-0
1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid; zinc / tetrahydrofuran; water / 1.5 h / 50 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

2.2: 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; acetic acid; zinc; In tetrahydrofuran; water;
DOI:10.1016/j.tet.2011.05.129

Reference yield:

: 1319211-62-5
(4R,4'R,5R)-5-(bis(isopropylthio)methyl)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolane)

: 1319211-67-0
1-benzyl-2-((4S,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; mercury dichloride; mercury(II) oxide / acetone / 2 h / Reflux

2.1: magnesium sulfate / dichloromethane / 15 h / 20 °C

3.1: samarium diiodide; water / tetrahydrofuran / 1 h / -88 - -81 °C / Inert atmosphere

4.1: acetic acid; zinc / tetrahydrofuran; water / 1.5 h / 50 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

5.2: 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; samarium diiodide; water; magnesium sulfate; acetic acid; mercury dichloride; mercury(II) oxide; zinc; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2011.05.129