cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide

Base Information

• Chemical Name: cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide
• CAS No.: 117488-02-5
• Molecular Formula: C₁₆H₂₀N₄O₃S
• Molecular Weight: 348.426
• Mol file: 117488-02-5.mol

Synonyms:cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide

Chemical Property of cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide

There total 4 articles about cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide 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:

(3-Benzenesulfonyl-bicyclo[1.1.0]but-1-yl)-piperidin-1-yl-methanone (117487-83-9) → cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide (117488-02-5) + trans-1-azido-3-(phenylsulfonyl)cyclobutane-1-N,N-pentamethylenecarboxamide (117487-94-2)

Guidance literature:

With N,N,N',N'-tetramethylguanidinium azide; In various solvent(s); at 80 - 90 ℃; for 3h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)80361-5

Reference yield:

3-Benzenesulfonyl-bicyclo[1.1.0]butane-1-carboxylic acid (124291-40-3) → cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide (117488-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / TMG, NaN₃ / dimethylformamide / 6 h / 90 °C

2: SOCl₂ / 1 h / 75 °C

3: CH₂Cl₂ / 1 h / Ambient temperature

With thionyl chloride; sodium azide; N,N,N',N'-tetramethylguanidine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00051a005

Reference yield:

cis-1-Azido-3-(phenylsulfonyl)cyclobutane-1-carboxylic acid (117488-20-7) → cis-1-Azido-N,N-pentamethylene-3-(phenylsulfonyl)cyclobutane-1-carboxamide (117488-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1 h / 75 °C

2: CH₂Cl₂ / 1 h / Ambient temperature

With thionyl chloride; In dichloromethane;

DOI:10.1021/jm00051a005

upstream raw materials:

(3-Benzenesulfonyl-bicyclo[1.1.0]but-1-yl)-piperidin-1-yl-methanone

piperidine

1-Azido-3-benzenesulfonyl-cyclobutanecarbonyl chloride

3-Benzenesulfonyl-bicyclo[1.1.0]butane-1-carboxylic acid

Downstream raw materials:

trans-1-(benzoylamino)-3-<2-(dimethoxyphosphoryl)acetyl>cyclobutane-1-N,N-pentamethylenecarboxamide

cis-1-(benzoylamino)-3-<2-(dimethoxyphosphoryl)acetyl>cyclobutane-1-N,N-pentamethylenecarboxamide

trans-1-(benzoylamino)-3-<2-(dimethoxyphosphoryl)ethyl>cyclobutane-1-N,N-pentamethylenecarboxamide

cis-1-(benzoylamino)-3-<2-(dimethoxyphosphoryl)-ethyl>cyclobutane-1-N,N-pentamethylenecarboxamide