(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

Base Information

Chemical Name:(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile
CAS No.:634188-85-5
Molecular Formula:C₂₄H₂₅N₃OS
Molecular Weight:403.548
Hs Code.:

Synonyms:(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

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Chemical Property of (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

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Technology Process of (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

There total 6 articles about (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile 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: 80.0%

: 6727-75-9
5-iodovaleronitrile

: 28092-52-6
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

: 634188-85-5
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

Guidance literature:: 5-iodovaleronitrile; With chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; at 30 ℃;

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; nickel on carbon; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; at 20 ℃; for 30h;
DOI:10.1055/s-2003-41051

Reference yield:

: 28092-62-8
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione

: 634188-85-5
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / potassium ethylthioxanthogenate / dimethylformamide / 3 h / 125 °C

2.1: Zn; TMSCl; 1,2-dibromoethane / tetrahydrofuran / 30 °C

2.2: 80 percent / 5 percent Ni/C / toluene; dimethylformamide; tetrahydrofuran / 30 h / 20 °C

With chloro-trimethyl-silane; potassium ethyltrithiocarbonate; ethylene dibromide; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; 2.2: Fukuyama coupling reaction;
DOI:10.1055/s-2003-41051

Reference yield:

: 100-46-9
benzylamine

: 634188-85-5
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / 4 Angstroem molecular sieves / xylene / 12 h / Heating

2.1: 91 percent / polymer-supported-C₆H₄-4-SO₂-[(S)-2-CPh₂OH-pyrrolidin-1-yl]; BH₃*SMe₂ / tetrahydrofuran / 6 h / Heating

3.1: KBH₄; LiCl / tetrahydrofuran / 2 h / 20 °C

3.2: 90 percent / aq. HCl / tetrahydrofuran / 0.5 h / 55 °C

4.1: 93 percent / potassium ethylthioxanthogenate / dimethylformamide / 3 h / 125 °C

5.1: Zn; TMSCl; 1,2-dibromoethane / tetrahydrofuran / 30 °C

5.2: 80 percent / 5 percent Ni/C / toluene; dimethylformamide; tetrahydrofuran / 30 h / 20 °C

With chloro-trimethyl-silane; potassium borohydride; dimethylsulfide borane complex; 4 A molecular sieve; polymer-supported-C₆H₄-4-SO₂-[(S)-2-CPh₂OH-pyrrolidin-1-yl]; potassium ethyltrithiocarbonate; ethylene dibromide; lithium chloride; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; xylene; 5.2: Fukuyama coupling reaction;
DOI:10.1055/s-2003-41051