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

Base Information

• Chemical Name: ethyl N-(N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)carbamate
• CAS No.: 179756-26-4
• Molecular Formula: C₃₁H₃₆N₄O₇S
• Molecular Weight: 608.715
• Mol file: 179756-26-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about ethyl N-(N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)carbamate 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: 72.0%

ethyl (chlorosulfonyl)carbamate (54434-94-5) + 7-({4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-anilino}methyl)naphthalene-2-carbonitrile (179755-93-2) → ethyl N-(N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)carbamate (179756-26-4)

Guidance literature:

With pyridine; at 3 ℃; for 15h;

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

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → ethyl N-(N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)carbamate (179756-26-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / Ph₃P; DEAD / tetrahydrofuran / 21 h / 20 °C

2: 98 percent / H₂ / 10 percent Pd/C / ethanol / 15 h / 20 °C

3: 79 percent / NaB(OAc)3H / CH₂Cl₂; acetic acid / 0.75 h / 20 °C

4: 72 percent / pyridine / 15 h / 3 °C

With pyridine; hydrogen; sodium tris(acetoxy)borohydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; 1: Mitsunobu condensation;

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

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → ethyl N-(N-{4-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]phenyl}-N-[(7-cyano-2-naphthyl)methyl]sulfamoyl)carbamate (179756-26-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / Ph₃P; DEAD / tetrahydrofuran / 21 h / 20 °C

2: 98 percent / H₂ / 10 percent Pd/C / ethanol / 15 h / 20 °C

3: 79 percent / NaB(OAc)3H / CH₂Cl₂; acetic acid / 0.75 h / 20 °C

4: 72 percent / pyridine / 15 h / 3 °C

With pyridine; hydrogen; sodium tris(acetoxy)borohydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; 1: Mitsunobu condensation;

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

upstream raw materials:

ethyl (chlorosulfonyl)carbamate

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

4-nitro-phenol

t-butyl 4-hydroxy piperidine-1-carboxylate

Downstream raw materials:

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