(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

Base Information

Chemical Name:(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide
CAS No.:1368806-70-5
Molecular Formula:C₁₉H₂₅N₃O₃S
Molecular Weight:375.492
Hs Code.:

Synonyms:(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

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Chemical Property of (S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

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Technology Process of (S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

There total 8 articles about (S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]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: 45.0%

: 1368806-64-7
(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-tritylsulfanylpropionyl)aminopentyl]amide

: 1368806-70-5
(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1002/cmdc.201100522

Reference yield:

: 932-90-1,622-31-1,140461-24-1,140461-25-2,622-32-2
syn-benzaldehyde oxime

: 1368806-70-5
(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

Guidance literature:: Multi-step reaction with 8 steps

1: N-chloro-succinimide; aluminum oxide / 40 °C / Microwave irradiation

2: triethylamine / tetrahydrofuran / 1 h / 70 °C / Microwave irradiation

3: water; sodium hydroxide / methanol / 4 h / 60 °C

4: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

6: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C

7: Resolution of racemate

8: triethylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C

With triethylsilane; aluminum oxide; N-chloro-succinimide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/cmdc.201100522

Reference yield:

: 1368806-59-0
C₁₆H₂₁N₃O₂

: 1368806-70-5
(S)-5-methyl-3-phenylisoxazole-4-carboxylic acid [5-(2-mercaptopropionyl)aminopentyl]amide

Guidance literature:: Multi-step reaction with 3 steps

1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C

2: Resolution of racemate

3: triethylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C

With triethylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1002/cmdc.201100522