Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

Base Information

Chemical Name:Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester
CAS No.:741695-56-7
Molecular Formula:C₂₃H₃₁NO₃Si
Molecular Weight:397.59
Hs Code.:

Synonyms:Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

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Chemical Property of Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

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Technology Process of Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

There total 9 articles about Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester 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:

: 741695-49-8
(E)-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)-6-(trimethylsilyl)phenyl diethylcarbamate

: 741695-56-7
Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; Heating;
DOI:10.1021/ol049740t

Reference yield:

: 65009-00-9
O-phenyl N,N-diethylcarbamate

: 741695-56-7
Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: TMEDA; s-BuLi / tetrahydrofuran / 1 h / -78 - -30 °C

1.2: 77 percent / s-BuLi; I₂ / tetrahydrofuran / 3 h / -85 - 0 °C

2.1: 81 percent / Et₃N; CuI / Pd(PPh₃)2Cl₂ / acetonitrile / 6 h / 20 °C

3.1: 96 percent / K₂CO₃ / methanol / 1 h / 20 °C

4.1: 2,5-dimethyl-2,4-hexadiene; BH₃*THF / tetrahydrofuran / 3 h / 0 - 20 °C

4.2: formaldehyde / tetrahydrofuran; H₂O / 24 h / 20 °C

4.3: ethyl acetate

5.1: 15.3 g / aq. citric acid / hexane / 24 h

6.1: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane / Heating

With copper(l) iodide; borane-THF; N,N,N,N,-tetramethylethylenediamine; 2,5-Dimethyl-2,4-hexadiene; sec.-butyllithium; sodium carbonate; potassium carbonate; triethylamine; citric acid; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; acetonitrile; 2.1: Sonogashira coupling / 6.1: Suzuki-Miyaura coupling;
DOI:10.1021/ol049740t

Reference yield:

: 118-93-4,104809-67-8
o-hydroxyacetophenone

: 741695-56-7
Diethyl-carbamic acid 2-[(E)-2-(3-methoxy-phenyl)-vinyl]-6-trimethylsilanyl-phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / NaH / dimethylformamide

2.1: nBuLi; DIPA; ClP(O)(OEt)2 / tetrahydrofuran / 3 h / -78 - 0 °C

2.2: 91 percent / n-BuLi; DIPA / tetrahydrofuran / 6 h / -78 - 0 °C

3.1: 96 percent / K₂CO₃ / methanol / 1 h / 20 °C

4.1: 2,5-dimethyl-2,4-hexadiene; BH₃*THF / tetrahydrofuran / 3 h / 0 - 20 °C

4.2: formaldehyde / tetrahydrofuran; H₂O / 24 h / 20 °C

4.3: ethyl acetate

5.1: 15.3 g / aq. citric acid / hexane / 24 h

6.1: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane / Heating

With n-butyllithium; borane-THF; 2,5-Dimethyl-2,4-hexadiene; sodium hydride; sodium carbonate; potassium carbonate; diethyl chlorophosphate; diisopropylamine; citric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; N,N-dimethyl-formamide; 6.1: Suzuki-Miyaura coupling;
DOI:10.1021/ol049740t