2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

Base Information

Chemical Name:2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide
CAS No.:142721-50-4
Molecular Formula:C₂₄H₃₄N₆O₆S₄
Molecular Weight:630.835
Hs Code.:

2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

Synonyms:2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

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Chemical Property of 2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

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Technology Process of 2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

There total 7 articles about 2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-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: 82.0%

: 73566-01-5
2,4-dinitrophenyl N-(o-nitrophenylsulfenyl)threoninate

: 142721-49-1
2-(2-Amino-ethyl)-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

: 142721-50-4
2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

Guidance literature:: With dmap; In dichloromethane; at 25 ℃; for 27h;
DOI:10.1021/ja00042a002

Reference yield:

: 30761-31-0
ethyl 2-<(N-benzoylamino)ethyl>thiazole-4-carboxylate

: 142721-50-4
2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / 6 M aq. HCl / 24 h / Heating

2: 72 percent / triethylamine / H₂O; dimethylformamide / 24 h / Ambient temperature

3: 85 percent / 1-hydroxybenzotriazole (HOBt), N,N'-dicyclohexylcarbodiimide (DCC) / acetonitrile / 48 h / Ambient temperature

4: 82 percent / 4.5 M hydrogen chloride in dioxane / 1.) 0 deg C, 3 min, 2.) 25 deg C, 20 min

5: 82 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 27 h / 25 °C

With hydrogenchloride; dmap; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00042a002

Reference yield:

: 142721-47-9
S-methyl-(S)-cysteine <3-(methylthio)propyl>amide

: 142721-50-4
2-{2-[(2S,3R)-3-Hydroxy-2-(2-nitro-phenylsulfanylamino)-butyrylamino]-ethyl}-thiazole-4-carboxylic acid [(R)-2-methylsulfanyl-1-(3-methylsulfanyl-propylcarbamoyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / 1-hydroxybenzotriazole (HOBt), N,N'-dicyclohexylcarbodiimide (DCC) / acetonitrile / 48 h / Ambient temperature

2: 82 percent / 4.5 M hydrogen chloride in dioxane / 1.) 0 deg C, 3 min, 2.) 25 deg C, 20 min

3: 82 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 27 h / 25 °C

With hydrogenchloride; dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;
DOI:10.1021/ja00042a002