(2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

Base Information

Chemical Name:(2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine
CAS No.:1380511-82-9
Molecular Formula:C₂₈H₄₁NO₂Si
Molecular Weight:451.725
Hs Code.:

Synonyms:(2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

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Chemical Property of (2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

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Technology Process of (2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

There total 6 articles about (2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)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: 100.0%

: 1380511-78-3
methyl (2S)-1-[(2E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

: 1380511-82-9
(2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

Guidance literature:: methyl (2S)-1-[(2E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]pyrrolidine-2-carboxylate; With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 0 ℃; for 16h; Inert atmosphere;

With methanol; Rochelle's salt; In tetrahydrofuran; water; toluene; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.201200073

Reference yield:

: C₂₄H₃₄O₄SSi

: 1380511-82-9
(2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran; acetonitrile / 48 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 16 h / 0 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

With diisobutylaluminium hydride; triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1002/ejoc.201200073

Reference yield:

: 127793-62-8
4-((tert-butyldiphenylsilyl)oxy)butanal

: 1380511-82-9
(2S)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-2-enyl]-2-(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: bromine; magnesium / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

1.3: 0 °C

2.1: pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane; acetonitrile / 3 h / -15 - 20 °C / Inert atmosphere

3.1: triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran; acetonitrile / 48 h / 0 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 16 h / 0 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

With pyridine; bromine; diisobutylaluminium hydride; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1002/ejoc.201200073