S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

Base Information

Chemical Name:S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate
CAS No.:855780-72-2
Molecular Formula:C₂₃H₂₇N₃O₃S₂
Molecular Weight:457.618
Hs Code.:

Synonyms:S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

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Chemical Property of S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

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Technology Process of S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

There total 7 articles about S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate 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: 92.0%

: 855780-71-1
5-benzyl-2-[(1RS)-1-benzyl-2-hydroxyethyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide

: 507-09-5
tiolacetic acid

: 855780-72-2
S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
DOI:10.1002/hlca.200590050

Reference yield:

: 765951-41-5
2-[(E)-1-formyl-2-phenylethenyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide

: 855780-72-2
S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / Bu₃SnH; AcOH / [Pd(PPh₃)4] / benzene / 14 h / 20 °C

2.1: 79 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

3.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

3.2: 67 percent / tetrahydrofuran; cyclohexane / 3 h / -78 - 20 °C

4.1: 81 percent / Bu₄NF / tetrahydrofuran / 2.5 h / 20 °C

5.1: 92 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C

With dmap; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; sec.-butyllithium; tri-n-butyl-tin hydride; acetic acid; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; cyclohexane; benzene; 5.1: Mitsunobu reaction;
DOI:10.1002/hlca.200590050

Reference yield:

: 33603-90-6
(2Z)-2-bromo-3-phenyl-2-propenal

: 855780-72-2
S-((2RS)-2-{5-benzyl-1-[(dimethylamino)sulfonyl]-1H-imidazol-2-yl}-3-phenylpropyl) ethanethioate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 50 percent / Ag₂O / [PdCl₂(PPh₃)2] / dimethylformamide / 48 h / 100 °C

2.1: 82 percent / Bu₃SnH; AcOH / [Pd(PPh₃)4] / benzene / 14 h / 20 °C

3.1: 79 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

4.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

4.2: 67 percent / tetrahydrofuran; cyclohexane / 3 h / -78 - 20 °C

5.1: 81 percent / Bu₄NF / tetrahydrofuran / 2.5 h / 20 °C

6.1: 92 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C

With dmap; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; sec.-butyllithium; tri-n-butyl-tin hydride; acetic acid; triphenylphosphine; silver(l) oxide; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; benzene; 1.1: Stille cross-coupling / 6.1: Mitsunobu reaction;
DOI:10.1002/hlca.200590050