N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

Base Information

Chemical Name:N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester
CAS No.:164412-68-4
Molecular Formula:C₂₉H₃₇N₅O₆S₂
Molecular Weight:615.775
Hs Code.:

Synonyms:N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

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Chemical Property of N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

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Technology Process of N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

There total 14 articles about N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester 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: 53.0%

: 5680-79-5,883886-67-7
glycine ethyl ester hydrochloride

: 1027587-64-9
C₂₆H₃₁ClN₄O₄S₂

: 164412-68-4
N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1021/jm00013a013

Reference yield:

: 5720-05-8
4-methylphenylboronic acid

: 164412-68-4
N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / aq. Na₂CO₃, triphenylphosphine, palladium acetate / ethanol; toluene / 4 h / Heating

2: 64 percent / N-bromosuccinimide, benzoyl peroxide / chlorobenzene / 1 h / 120 °C

3: K₂CO₃ / dimethylformamide / 45 h / 20 - 25 °C

4: 81 percent / conc. HCl / ethanol / 2 h / Heating

5: 87 percent / K₂CO₃ / acetone / 2 h / Heating

6: 80 percent / 2N NaOH / ethanol / 24 h / Ambient temperature

7: thionyl chloride / toluene / 1.) RT, 1 h, 2.) 55 deg C, overnight

8: 53 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; Perbenzoic acid; palladium diacetate; sodium carbonate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; chlorobenzene; acetone; toluene;
DOI:10.1021/jm00013a013

Reference yield:

: 92748-09-9
2-bromobenzene-1-sulfonamide

: 164412-68-4
N-[(2-butyl-4-(methylthio)-1-{[2'-({[(propylamino)carbonyl]amino}sulfonyl)(1,1'-biphenyl)-4-yl]methyl}-1H-imidazol-5-yl)carbonyl]glycine methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / dimethylformamide / 2 h / Ambient temperature

2: 93 percent / aq. Na₂CO₃, triphenylphosphine, palladium acetate / ethanol; toluene / 4 h / Heating

3: 64 percent / N-bromosuccinimide, benzoyl peroxide / chlorobenzene / 1 h / 120 °C

4: K₂CO₃ / dimethylformamide / 45 h / 20 - 25 °C

5: 81 percent / conc. HCl / ethanol / 2 h / Heating

6: 87 percent / K₂CO₃ / acetone / 2 h / Heating

7: 80 percent / 2N NaOH / ethanol / 24 h / Ambient temperature

8: thionyl chloride / toluene / 1.) RT, 1 h, 2.) 55 deg C, overnight

9: 53 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; Perbenzoic acid; palladium diacetate; sodium carbonate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; chlorobenzene; acetone; toluene;
DOI:10.1021/jm00013a013