(R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

Base Information

Chemical Name:(R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide
CAS No.:1368806-92-1
Molecular Formula:C₁₉H₂₆N₂O₃S
Molecular Weight:362.493
Hs Code.:

Synonyms:(R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

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Technology Process of (R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

There total 10 articles about (R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide 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: 56.0%

: 1368806-89-6
(R)-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]pentyl}-2-(tritylthio)propanamide

: 1368806-92-1
(R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

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

: 1368806-92-1
(R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

Guidance literature:: Multi-step reaction with 10 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: borane-THF / tetrahydrofuran / 0 - 20 °C

5: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

6: sodium hydride / N,N-dimethyl-formamide / -20 - 20 °C

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

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

9: Resolution of racemate

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

With 1H-imidazole; triethylsilane; aluminum oxide; N-chloro-succinimide; borane-THF; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; iodine; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5: Appel reaction;
DOI:10.1002/cmdc.201100522

Reference yield:

: 1368806-88-5
N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]pentyl}-2-(tritylthio)propanamide

: 1368806-92-1
(R)-2-mercapto-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]-pentyl}propanamide

Guidance literature:: Multi-step reaction with 2 steps

1: Resolution of racemate

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

With triethylsilane; trifluoroacetic acid; In dichloromethane;
DOI:10.1002/cmdc.201100522