(S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

Base Information

Chemical Name:(S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene
CAS No.:1393593-66-2
Molecular Formula:C₃₀H₄₀N₄O₂
Molecular Weight:488.673
Hs Code.:

Synonyms:(S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

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Chemical Property of (S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

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Technology Process of (S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

There total 18 articles about (S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene 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: 42.0%

: 1393593-64-0
(S)-N⁽¹⁾-allyl-4-phenyl-N⁽⁵⁾-methyl-1,5-diazocan-2-one

: 1393593-69-5
(S,E)-1-(prop-1'-en-1'-yl)-4-phenyl-N⁽⁵⁾-methyl-1,5-diazocan-2-one

: 1393593-66-2
(S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 16h;
DOI:10.1021/jo3012732

Reference yield:

: 1356849-80-3
methyl (3S,αR)-3-[N-( 3'-chloropropyl)-N-(α-methyl-4''-methoxybenzyl)amino]-3-phenylpropanoate

: 1393593-69-5
(S,E)-1-(prop-1'-en-1'-yl)-4-phenyl-N⁽⁵⁾-methyl-1,5-diazocan-2-one

: 1393593-66-2
(S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide; sodium iodide / dimethyl sulfoxide / 24 h / 50 °C

2.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 20 °C

2.2: 2 h / 50 °C

3.1: triethoxyantimony / toluene / 2 h / Molecular sieve; Reflux

4.1: formic acid / 2.5 h / Reflux

5.1: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; sodium hydroxide / tetrahydrofuran / 18 h / 75 °C

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 16 h / 40 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium azide; triethoxyantimony; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; triphenylphosphine; sodium iodide; sodium hydroxide; In tetrahydrofuran; formic acid; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jo3012732

Reference yield:

: 1393593-35-5
methyl (3S, αR)-3-[N-( 3'-chloropropyl)-N-(α-methylbenzyl)amino]-3-phenylpropanoate

: 1393593-69-5
(S,E)-1-(prop-1'-en-1'-yl)-4-phenyl-N⁽⁵⁾-methyl-1,5-diazocan-2-one

: 1393593-66-2
(S,E)-1,4-di[2'-oxo-4'-phenyl-N(5')-methyl-1',5'-diazocan-1'-yl]but-2-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide; sodium iodide / dimethyl sulfoxide / 24 h / 50 °C

2.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 20 °C

2.2: 2 h / 50 °C

3.1: triethoxyantimony / toluene / 2 h / Molecular sieve; Reflux

4.1: 20 % Pd(OH)2/C; hydrogen; acetic acid / methanol / 72 h / 20 °C / 3800.26 Torr

5.1: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; sodium hydroxide / tetrahydrofuran / 18 h / 75 °C

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 16 h / 40 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium azide; 20 % Pd(OH)2/C; triethoxyantimony; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium carbonate; acetic acid; triphenylphosphine; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jo3012732