N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

Base Information

Chemical Name:N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide
CAS No.:320619-05-4
Molecular Formula:C₂₃H₃₆N₂O₄Si
Molecular Weight:432.635
Hs Code.:

Synonyms:N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

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Chemical Property of N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

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Technology Process of N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

There total 4 articles about N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide 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: 99.0%

: 114703-81-0
(2-morpholin-4-yl-2-oxo-ethyl)-carbamic acid tert-butyl ester

: 320618-66-4
1-bromo-2-(dimethylphenylsilanyl)but-2(E)-ene

: 320619-05-4
N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

Guidance literature:: (2-morpholin-4-yl-2-oxo-ethyl)-carbamic acid tert-butyl ester; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

1-bromo-2-(dimethylphenylsilanyl)but-2(E)-ene; In tetrahydrofuran; at 20 ℃; for 14h; Further stages.;
DOI:10.1021/jo0056343

Reference yield:

: 31954-27-5
N-(tert-butoxycarbonyl)glycine methyl ester

: 320619-05-4
N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 60 percent / 24 h / 75 °C

2.1: KH / tetrahydrofuran / 1 h / 0 °C

2.2: 99 percent / tetrahydrofuran / 14 h / 20 °C

With potassium hydride; In tetrahydrofuran;
DOI:10.1021/jo0056343

Reference yield:

: 101150-39-4
E-1-iodo-1-(dimethylphenylsilyl)propene

: 320619-05-4
N-tert-butoxycarbonyl-N-((2-phenyldimethylsilyl)but-2(Z)-enyl)aminoacetyl morpholine amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBAL / diethyl ether / 1 h / Heating

1.2: MeLi / tetrahydrofuran; diethyl ether / 0 - 20 °C

1.3: 92 percent / tetrahydrofuran; diethyl ether / 14 h / 20 °C

2.1: 90 percent / Br₂; triphenylphosphine; triethylamine / CH₂Cl₂ / 0.17 h / -20 °C

3.1: KH / tetrahydrofuran / 1 h / 0 °C

3.2: 99 percent / tetrahydrofuran / 14 h / 20 °C

With bromine; potassium hydride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0056343