2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

Base Information

Chemical Name:2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide
CAS No.:330438-41-0
Molecular Formula:C₁₄H₂₂N₆OS
Molecular Weight:322.434
Hs Code.:

2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3<i>H</i>-imidazole-4-carboxylic acid amide

Synonyms:2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

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Chemical Property of 2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

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Technology Process of 2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

There total 11 articles about 2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid 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: 63.0%

: 330438-40-9
2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid

: 330438-41-0
2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

Guidance literature:: 2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid; With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; for 1h;

With ammonium hydroxide; In tetrahydrofuran; for 3h;
DOI:10.1016/S0960-894X(02)00138-5

Reference yield:

: 330438-34-1
2-formyl-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester

: 330438-41-0
2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 55 percent / tetrahydrofuran / 0.25 h / 0 °C

2.1: 85 percent / DPPA; DBU / toluene / 24 h

3.1: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

4.1: CH₂Cl₂ / 0.25 h

5.1: TEA; MeOH / 0.08 h

6.1: methanol / 20 °C

7.1: 91 percent / 2 N aq. NaOH / ethanol

8.1: EDC; HOBt; NMM / tetrahydrofuran / 1 h

8.2: 63 percent / 30 percent NH₄OH / tetrahydrofuran / 3 h

With 4-methyl-morpholine; methanol; sodium hydroxide; TEA; diphenyl-phosphinic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 4.1: Pummerer reaction;
DOI:10.1016/S0960-894X(02)00138-5

Reference yield:

: 330438-36-3
2-(1-hydroxy-ethyl)-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester

: 330438-41-0
2-(1-azido-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / DPPA; DBU / toluene / 24 h

2.1: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

3.1: CH₂Cl₂ / 0.25 h

4.1: TEA; MeOH / 0.08 h

5.1: methanol / 20 °C

6.1: 91 percent / 2 N aq. NaOH / ethanol

7.1: EDC; HOBt; NMM / tetrahydrofuran / 1 h

7.2: 63 percent / 30 percent NH₄OH / tetrahydrofuran / 3 h

With 4-methyl-morpholine; methanol; sodium hydroxide; TEA; diphenyl-phosphinic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 3.1: Pummerer reaction;
DOI:10.1016/S0960-894X(02)00138-5