methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

Base Information

Chemical Name:methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate
CAS No.:1380511-80-7
Molecular Formula:C₄₅H₅₉NO₄Si₂
Molecular Weight:734.139
Hs Code.:

Synonyms:methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

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Chemical Property of methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

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Technology Process of methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

There total 6 articles about methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate 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: 41.4%

: 1380511-79-4
methyl (2S,4R)-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]-4-hydroxypyrrolidine-2-carboxylate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1380511-80-7
methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; dichloromethane; at 0 ℃; for 42h; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201200073

Reference yield:

: C₂₄H₃₄O₄SSi

: 1380511-80-7
methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triethylamine; triphenylphosphine / tetrahydrofuran; acetonitrile / 24 h / 20 °C / Inert atmosphere

2: 1H-imidazole / tetrahydrofuran; dichloromethane / 42 h / 0 °C / Inert atmosphere; Reflux

With 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201200073

Reference yield:

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

: 1380511-80-7
methyl (2S,4R)-4-tert-butyldiphenylsilyloxy-1-[(E)-6-tert-butyldiphenylsilyloxy-2-methylhex-2-enyl]pyrrolidine-2-carboxylate

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: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triethylamine; triphenylphosphine / tetrahydrofuran; acetonitrile / 24 h / 20 °C / Inert atmosphere

4.1: 1H-imidazole / tetrahydrofuran; dichloromethane / 42 h / 0 °C / Inert atmosphere; Reflux

With pyridine; 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bromine; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201200073