ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate

Base Information

• Chemical Name: ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate
• CAS No.: 290332-76-2
• Molecular Formula: C₃₂H₃₇N₃O₇S
• Molecular Weight: 607.728
• Mol file: 290332-76-2.mol

Synonyms:ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate

Chemical Property of ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate

There total 14 articles about ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate 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: 62.0%

ethyl 2-(chlorosulfonyl)acetate (55896-93-0) + 7-({4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-anilino}methyl)naphthalene-2-carbonitrile (179755-93-2) → ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate (290332-76-2)

Guidance literature:

With pyridine; at 3 ℃; for 15h;

DOI:10.1016/S0968-0896(01)00418-7

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate (290332-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran

2: H₂ / 10 percent Pd/C / methanol / 760 Torr

3: NaBH(OAc)3; AcOH / CH₂Cl₂

4: pyridine

With pyridine; hydrogen; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0960-894X(02)00927-7

Reference yield:

tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate (138227-62-0) → ethyl (N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)acetate (290332-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10 percent Pd/C / methanol / 760 Torr

2: NaBH(OAc)3; AcOH / CH₂Cl₂

3: pyridine

With pyridine; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0960-894X(02)00927-7

upstream raw materials:

ethyl 2-(chlorosulfonyl)acetate

7-({4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-anilino}methyl)naphthalene-2-carbonitrile

7-methyl-2-naphthalene carbonitrile

7-methoxy-2-naphthol

Downstream raw materials:

[N-[(7-amidino-2-naphthyl)methyl]-N-[4-[(4-piperidyl)oxy]phenyl]sulfamoyl]acetamide

{(7-carbamimidoyl-naphthalen-2-ylmethyl)-[4-(piperidin-4-yloxy)-phenyl]-sulfamoyl}-acetic acid ethyl ester

YM-60828

4-{4-[(7-carbamimidoyl-naphthalen-2-ylmethyl)-ethoxycarbonylmethanesulfonyl-amino]-phenoxy}-piperidine-1-carboxylic acid tert-butyl ester