amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid

Base Information

• Chemical Name: amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid
• CAS No.: 344348-50-1
• Molecular Formula: C₁₂H₁₅NO₄S
• Molecular Weight: 269.321
• Mol file: 344348-50-1.mol

Synonyms:

Chemical Property of amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid

There total 6 articles about amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid 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: 80.0%

methylester of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid (344338-13-2) → amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid (344348-50-1)

Guidance literature:

With ammonia; ammonium bromide; for 144h; Ambient temperature;

Reference yield:

3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid (84182-46-7) → amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid (344348-50-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / 1. 150 deg C, 1 h, 4.0E₃ Pa; 2. 165 deg C, 2.5 h; 3. 180 deg C, 2.5 h

2: 81 percent / H₂SO₄ / CHCl₃ / 16 h / Heating

3: 85 percent / H₂ / PtO₂ / methanol / 7 h

4: 88 percent / pyridine / 336 h

5: 80 percent / NH₄Br, NH₃ / 144 h / Ambient temperature

With pyridine; sulfuric acid; ammonia; hydrogen; ammonium bromide; platinum(IV) oxide; In methanol; chloroform;

Reference yield:

3-(benzyloxy)cyclobutane-1-carboxylic acid (4958-02-5) → amide of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid (344348-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / H₂SO₄ / CHCl₃ / 16 h / Heating

2: 85 percent / H₂ / PtO₂ / methanol / 7 h

3: 88 percent / pyridine / 336 h

4: 80 percent / NH₄Br, NH₃ / 144 h / Ambient temperature

With pyridine; sulfuric acid; ammonia; hydrogen; ammonium bromide; platinum(IV) oxide; In methanol; chloroform;

upstream raw materials:

methylester of 3-p-toluenesulfonyloxycyclobutane-1-carboxylic acid

methylester of 3-hydroxycyclobutane-1-carboxylic acid

methylester of 3-benzyloxycyclobutane-1-carboxylic acid

3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid

Downstream raw materials:

hydrochloride of cis-3-aminocyclobutane-1-carboxylic acid