N-[[trans-4-[(4,5-Dihydro[1]benzothiepino[5,4-d]thiazol-2-yl)amino]cyclohexyl]methyl]methanesulfonamide

Base Information

• Chemical Name: N-[[trans-4-[(4,5-Dihydro[1]benzothiepino[5,4-d]thiazol-2-yl)amino]cyclohexyl]methyl]methanesulfonamide
• CAS No.: 304008-29-5
• Molecular Formula: C19H25N3O2S3
• Molecular Weight: 423.61600
• Mol file: 304008-29-5.mol

Synonyms:LU AA33810;N-[[trans-4-[(4,5-Dihydro[1]benzothiepino[5,4-d]thiazol-2-yl)amino]cyclohexyl]methyl]methanesulfonamide;

Chemical Property of N-[[trans-4-[(4,5-Dihydro[1]benzothiepino[5,4-d]thiazol-2-yl)amino]cyclohexyl]methyl]methanesulfonamide

Chemical Property:

• PSA: 136.24000
• LogP: 4.87180
• Storage Temp.: Store at RT

Purity/Quality:

99% ^*data from raw suppliers

LU AA33810 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: LU AA33810 is a novel neuropeptide Y Y5 receptor antagonist, which has potential anxiolytic- and antidepressant-like effects in mammalian models.

Technology Process of N-[[trans-4-[(4,5-Dihydro[1]benzothiepino[5,4-d]thiazol-2-yl)amino]cyclohexyl]methyl]methanesulfonamide

There total 12 articles about N-[[trans-4-[(4,5-Dihydro[1]benzothiepino[5,4-d]thiazol-2-yl)amino]cyclohexyl]methyl]methanesulfonamide 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:

C18H23N3S2 + methanesulfonyl chloride (124-63-0) → N-[trans-4-(4,5-dihydro-3,6-dithia-1-aza-benzo[e]azulen-2-ylamino)-cyclohexylmethyl]-methanesulfonamide (304008-29-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2011.06.124

Reference yield:

4-bromo-2,3-dihydro-1-benzothiepin-5(4H)-one (21609-66-5) → N-[trans-4-(4,5-dihydro-3,6-dithia-1-aza-benzo[e]azulen-2-ylamino)-cyclohexylmethyl]-methanesulfonamide (304008-29-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / ethanol / Reflux

2: trifluoroacetic acid

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2011.06.124

Reference yield:

trans-4-[({[(1,1-dimethylethyl)oxy]carbonyl}amino)methyl]cyclohexanecarboxylic acid → N-[trans-4-(4,5-dihydro-3,6-dithia-1-aza-benzo[e]azulen-2-ylamino)-cyclohexylmethyl]-methanesulfonamide (304008-29-5)

Guidance literature:

Multi-step reaction with 7 steps

1: diphenyl phosphoryl azide; triethylamine

2: hydrogen; palladium / ethanol; ethyl acetate / 20 °C

3: 20 °C

4: methanol; potassium carbonate / 20 °C

5: N-ethyl-N,N-diisopropylamine / ethanol / Reflux

6: trifluoroacetic acid

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

With methanol; diphenyl phosphoryl azide; hydrogen; potassium carbonate; palladium; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane; ethyl acetate; 1: Curtius rearrangement;

DOI:10.1016/j.bmcl.2011.06.124

upstream raw materials:

4-bromo-2,3-dihydro-1-benzothiepin-5(4H)-one

tert-butyl ((trans-1,4)-4-aminocyclohexyl)methylcarbamate

methanesulfonyl chloride

4-phenylsulfanyl-butyric acid