methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

Base Information

Chemical Name:methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate
CAS No.:607389-98-0
Molecular Formula:C₂₁H₃₃NO₄Si
Molecular Weight:391.583
Hs Code.:

Synonyms:methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

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Chemical Property of methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

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Technology Process of methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

There total 3 articles about methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate 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%

: 75-77-4
chloro-trimethyl-silane

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: 372522-69-5
(E)-4-(benzylamino)-3-(triethylsilyl)but-2-en-1-ol

: 607389-98-0
methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

Guidance literature:: chloro-trimethyl-silane; (E)-4-(benzylamino)-3-(triethylsilyl)but-2-en-1-ol; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.166667h;

3-chloro-3-oxopropanoic acid methyl ester; With triethylamine; In dichloromethane; at 20 ℃; for 0.333333h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 0.166667h; pH=2; Further stages.;
DOI:10.1002/ejoc.200300086

Reference yield:

: 617-86-7
triethylsilane

: 607389-98-0
methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 56 percent / H₂PtCl_6.H₂O / tetrahydrofuran / 20 °C

2.1: 52 percent / NEt₃; 1,2-bis(diphenylphosphanyl)ethane / Pd(OAc)2 / tetrahydrofuran / 3 h / 50 °C

3.1: NEt₃ / tetrahydrofuran / 0.17 h / 20 °C

3.2: NEt₃ / CH₂Cl₂ / 0.33 h / 20 °C

3.3: 82 percent / aq. HCl / tetrahydrofuran / 0.17 h / 20 °C / pH 2

With triethylamine; 1,2-bis-(diphenylphosphino)ethane; dihydrogen hexachloroplatinate; palladium diacetate; In tetrahydrofuran;
DOI:10.1002/ejoc.200300086

Reference yield:

: 217824-47-0
(E)-4-hydroxy-2-(triethylsilyl)but-2-en-1-yl acetate

: 607389-98-0
methyl 3-{(benzyl)[(2E)-4-hydroxy-2-triethylsilyl-but-2-enyl]amino}-3-oxopropanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 52 percent / NEt₃; 1,2-bis(diphenylphosphanyl)ethane / Pd(OAc)2 / tetrahydrofuran / 3 h / 50 °C

2.1: NEt₃ / tetrahydrofuran / 0.17 h / 20 °C

2.2: NEt₃ / CH₂Cl₂ / 0.33 h / 20 °C

2.3: 82 percent / aq. HCl / tetrahydrofuran / 0.17 h / 20 °C / pH 2

With triethylamine; 1,2-bis-(diphenylphosphino)ethane; palladium diacetate; In tetrahydrofuran;
DOI:10.1002/ejoc.200300086