Cyclobutanecarboxylic acid, 3-amino-, methyl ester, trans- (9CI)

Base Information

• Chemical Name: Cyclobutanecarboxylic acid, 3-amino-, methyl ester, trans- (9CI)
• CAS No.: 766458-70-2
• Molecular Formula: C6H11 N O2
• Molecular Weight: 129.159
• Mol file: 766458-70-2.mol

Synonyms:Cyclobutanecarboxylic acid, 3-amino-, methyl ester, trans- (9CI)

Chemical Property of Cyclobutanecarboxylic acid, 3-amino-, methyl ester, trans- (9CI)

Chemical Property:

• Boiling Point: 169.1±33.0 °C(Predicted)
• PKA: 10.19±0.40(Predicted)
• PSA: 52.32000
• Density: 1.111±0.06 g/cm3(Predicted)
• LogP: 0.59700

Purity/Quality:

99% ^*data from raw suppliers

Cyclobutanecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclobutanecarboxylic acid, 3-amino-, methyl ester, trans- (9CI)

There total 6 articles about Cyclobutanecarboxylic acid, 3-amino-, methyl ester, trans- (9CI) 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:

trans-methyl 3-azidocyclobutanecarboxylate (79584-09-1) → methyl (1r,3r)-3-aminocyclobutane-1-carboxylate (766458-70-2,1206970-19-5)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water; for 3h; under 750.075 Torr;

DOI:10.1080/00397911.2010.491595

Reference yield:

3-chlorocyclobutane-1-carboxylic acid (35207-71-7) → methyl (1r,3r)-3-aminocyclobutane-1-carboxylate (766458-70-2,1206970-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / dichloromethane / 1 h / Reflux

2: 1 h / Reflux

3: sodium azide / N,N-dimethyl-formamide / 75 h / 100 °C

4: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 3 h / 750.08 Torr

With hydrogenchloride; thionyl chloride; sodium azide; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1080/00397911.2010.491595

Reference yield:

cyclobutane-1,1'-dicarboxylic acid (5445-51-2) → methyl (1r,3r)-3-aminocyclobutane-1-carboxylate (766458-70-2,1206970-19-5)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuryl dichloride

2: pyridine / 18 h / Reflux

3: thionyl chloride / dichloromethane / 1 h / Reflux

4: 1 h / Reflux

5: sodium azide / N,N-dimethyl-formamide / 75 h / 100 °C

6: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 3 h / 750.08 Torr

With pyridine; hydrogenchloride; thionyl chloride; sodium azide; sulfuryl dichloride; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1080/00397911.2010.491595

upstream raw materials:

trans-methyl 3-azidocyclobutanecarboxylate

3-chlorocyclobutane-1-carboxylic acid

cyclobutane-1,1'-dicarboxylic acid

3-chlorocyclobutane carboxylic acid chloride

Downstream raw materials:

(1r,3r)-3-aminocyclobutane-1-carboxylic acid

Refernces