Cyclobutanecarboxylic acid, 1-amino-3-[(2-aminoethyl)thio]- (9CI)

Base Information

• Chemical Name: Cyclobutanecarboxylic acid, 1-amino-3-[(2-aminoethyl)thio]- (9CI)
• CAS No.: 413597-70-3
• Molecular Formula: C₇H₁₄N₂O₂S
• Molecular Weight: 190.266
• Mol file: 413597-70-3.mol

Synonyms:Cyclobutanecarboxylic acid, 1-amino-3-[(2-aminoethyl)thio]- (9CI)

Chemical Property of Cyclobutanecarboxylic acid, 1-amino-3-[(2-aminoethyl)thio]- (9CI)

Chemical Property:

• Boiling Point: 384.4±42.0 °C(Predicted)
• PKA: 2.03±0.40(Predicted)
• PSA: 0.00000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclobutanecarboxylic acid, 1-amino-3-[(2-aminoethyl)thio]- (9CI)

There total 4 articles about Cyclobutanecarboxylic acid, 1-amino-3-[(2-aminoethyl)thio]- (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: 43.0%

ethyl 1-[(tert-butyloxy)carbonylamino]-3-{2-[(tert-butoxy)carbonylamino]ethyl-thio}cyclobutane-1-carboxylate (413597-69-0) → 1-amino-3-(2-aminoethylthio)-cyclobutane carboxylic acid (413597-70-3)

Guidance literature:

With hydrogenchloride; at 80 - 110 ℃; for 21h;

DOI:10.1002/hc.1109

Reference yield:

ethyl 1-<<(tert-butyloxy)carbonyl>amino>-3-hydroxycyclobutane-1-carboxylate (413597-67-8) → 1-amino-3-(2-aminoethylthio)-cyclobutane carboxylic acid (413597-70-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 64.5 percent / 4-(dimethylamino)pyridine; diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

2.1: NaH / 1-methyl-pyrrolidin-2-one / 1 h / 0 °C

2.2: 30 percent / 1-methyl-pyrrolidin-2-one / 20 °C

3.1: 43 percent / 6N HCl / 21 h / 80 - 110 °C

With hydrogenchloride; sodium hydride; dmap; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1002/hc.1109

Reference yield:

ethyl 3-(benzyloxy)-1-<<(tert-butyloxy)carbonyl>amino>cyclobutane-1-carboxylate (413597-66-7) → 1-amino-3-(2-aminoethylthio)-cyclobutane carboxylic acid (413597-70-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 93 percent / hydrogen / 10 percent Pd-complex (Pd/C) / methanol / 24 h / 20 °C / 2740.88 Torr

2.1: 64.5 percent / 4-(dimethylamino)pyridine; diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

3.1: NaH / 1-methyl-pyrrolidin-2-one / 1 h / 0 °C

3.2: 30 percent / 1-methyl-pyrrolidin-2-one / 20 °C

4.1: 43 percent / 6N HCl / 21 h / 80 - 110 °C

With hydrogenchloride; hydrogen; sodium hydride; dmap; palladium on activated charcoal; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1002/hc.1109

upstream raw materials:

ethyl 1-[(tert-butyloxy)carbonylamino]-3-{2-[(tert-butoxy)carbonylamino]ethyl-thio}cyclobutane-1-carboxylate

ethyl 1-<<(tert-butyloxy)carbonyl>amino>-3-hydroxycyclobutane-1-carboxylate

ethyl 3-(benzyloxy)-1-<<(tert-butyloxy)carbonyl>amino>cyclobutane-1-carboxylate

ethyl 1-[[(tert-butyloxy)carbonyl]amino]-3-(methanesulfonyloxy)yclobutane-1-carboxylate