TRANS-3-AMINOCYCLOBUTANECARBOXYLIC ACID

Base Information

• Chemical Name: TRANS-3-AMINOCYCLOBUTANECARBOXYLIC ACID
• CAS No.: 74307-75-8
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• Hs Code.: 2922499990
• Mol file: 74307-75-8.mol

Synonyms:Cyclobutanecarboxylic acid, 3-amino-, trans-;

Chemical Property of TRANS-3-AMINOCYCLOBUTANECARBOXYLIC ACID

Chemical Property:

• Melting Point: >250 °C (decomp)
• Refractive Index: 1.531
• Boiling Point: 251 °C at 760 mmHg
• PKA: 3.67±0.20(Predicted)
• Flash Point: 105.6 °C
• PSA: 63.32000
• Density: 1.267 g/cm³
• LogP: 0.50860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-3-Amino-cyclobutanecarboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRANS-3-AMINOCYCLOBUTANECARBOXYLIC ACID

There total 13 articles about TRANS-3-AMINOCYCLOBUTANECARBOXYLIC 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:

methylester of 3-benzyloxycyclobutane-1-carboxylic acid (4934-98-9) → (1r,3r)-3-aminocyclobutane-1-carboxylic acid (74307-75-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / H₂ / PtO₂ / methanol / 7 h

2: 88 percent / pyridine / 336 h

3: 1. NH₄Br, NH₃; 2. HCl / 1. 88 deg C, 16 h; 2. H₂O, 88 deg C, 20 h, heating

With pyridine; hydrogenchloride; ammonia; hydrogen; ammonium bromide; platinum(IV) oxide; In methanol;

Reference yield:

3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid (84182-46-7) → (1r,3r)-3-aminocyclobutane-1-carboxylic acid (74307-75-8)

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: 1. NH₄Br, NH₃; 2. HCl / 1. 88 deg C, 16 h; 2. H₂O, 88 deg C, 20 h, heating

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

Reference yield:

3-(benzyloxy)cyclobutane-1-carboxylic acid (4958-02-5) → (1r,3r)-3-aminocyclobutane-1-carboxylic acid (74307-75-8)

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: 1. NH₄Br, NH₃; 2. HCl / 1. 88 deg C, 16 h; 2. H₂O, 88 deg C, 20 h, heating

With pyridine; hydrogenchloride; 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:

2-(trans-3-aminocyclobutyl)propan-2-ol

methyl (1R,3R)-3-((tert-butoxycarbonyl)amino)cyclobutane-1-carboxylate

Refernces

• 1、 Safanda,Sobotka. "3-Aminocyclobutane-1-carboxylic acid: Synthesis and some neurochemical properties". . p. 2440 - 2447. Retrieved 2007/10/02.