1036260-43-1

Basic information

• Product Name: (CIS)-3-AMINOCYCLOBUTANOL
• Synonyms: (CIS)-3-AMINOCYCLOBUTANOL;Cyclobutanol, 3-aMino-, cis-;(1s,3s)-3-aMinocyclobutanol
• CAS NO: 1036260-43-1
• Molecular Formula: C4H9NO
• Molecular Weight: 87.12036
• Mol File: 1036260-43-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 157.6 °C at 760 mmHg
• Flash Point: 49.1 °C
• Appearance: /
• Density: 1.153g/cm³
• PKA: 15.00±0.40(Predicted)
• CAS DataBase Reference: (CIS)-3-AMINOCYCLOBUTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (CIS)-3-AMINOCYCLOBUTANOL(1036260-43-1)
• EPA Substance Registry System: (CIS)-3-AMINOCYCLOBUTANOL(1036260-43-1)

Safety Data

• Hazardous Substances Data: 1036260-43-1(Hazardous Substances Data)

Usage

Description

(CIS)-3-Aminocyclobutanol, a cycloalkylamine, is an important chemical compound with the molecular formula C4H9NO. It is characterized by its geometric isomerism, featuring a "cis" configuration where two higher priority groups are on the same side of the chemical bond. (CIS)-3-AMINOCYCLOBUTANOL is typically found as a clear, colorless liquid and can be utilized in various chemical reactions as an intermediate. Its properties, such as boiling point, melting point, or specific optical rotation, may vary depending on factors like purity or temperature. Careful handling and adherence to safety guidelines are essential to prevent any hazardous impacts.

Uses

Used in Chemical Synthesis:
(CIS)-3-Aminocyclobutanol is used as a chemical intermediate for the synthesis of various compounds. Its unique "cis" configuration and cycloalkylamine structure make it a valuable building block in the preparation of complex molecules and pharmaceuticals.
Used in Pharmaceutical Industry:
(CIS)-3-Aminocyclobutanol is used as a key component in the development of new drugs. Its presence in chemical reactions can lead to the formation of novel molecules with potential therapeutic applications, contributing to the advancement of medicine.
Used in Research and Development:
(CIS)-3-Aminocyclobutanol is employed as a research compound in academic and industrial laboratories. Its unique properties and reactivity make it an interesting subject for studying chemical reactions, mechanisms, and the development of new synthetic methods.
Used in Material Science:
(CIS)-3-Aminocyclobutanol is used as a precursor in the synthesis of advanced materials, such as polymers and composites. Its incorporation into these materials can impart new properties, enhancing their performance in various applications, including electronics, coatings, and adhesives.

Synthetic route

(1S,3S)-3-aminocyclobutan-1-ol (1036260-43-1) + 6-bromo-4-chloroquinoline-3-carboxylic acid ethyl ester (206257-39-8) → ethyl 6-bromo-4-[(cis-3-hydroxycyclobutyl)amino]quinoline-3-carboxylate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 80 - 90℃; Inert atmosphere;	93%

(1S,3S)-3-aminocyclobutan-1-ol (1036260-43-1) + 4-chloro-7-fluoro-6-(6-(methoxymethyl)pyridin-3-yl)quinoline-3-carboxamide → 7-fluoro-4-((cis-3-hydroxycyclobutyl)amino)-6-(6-(methoxymethyl)pyridin-3-yl)quinoline-3-carboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide Inert atmosphere; Heating;	72%

(1S,3S)-3-aminocyclobutan-1-ol (1036260-43-1) + 2-(5-amino-2-(furan-2-yl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-2-phenylpropanoic acid → 2-(5-amino-2-(furan-2-yl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-N-((1s,3s)-3-hydroxycyclobutyl)-2-phenylpropanamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 20℃;	44%

(1S,3S)-3-aminocyclobutan-1-ol (1036260-43-1) + 7-methoxyquinoline-3-carboxylic acid (474659-26-2) → N-((1s,3s)-3-hydroxycyclobutyl)-7-methoxyquinoline-3-carboxamide

Conditions	Yield
Stage #1: 7-methoxyquinoline-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: (1S,3S)-3-aminocyclobutan-1-ol In N,N-dimethyl-formamide	21%

(3R,3'R,4'S,6'S,8'R,8a'S)-6-chloro-8'-(3-chloro-2-fluorophenyl)-6'-neopentyl-3',4'-diphenyl 3',4',8',8a'-tetrahydrospiro[indoline-3,7'-pyrrolo[2,1-c][1,4]oxazine]-1',2(6'H)-dione (897365-81-0) + (1S,3S)-3-aminocyclobutan-1-ol (1036260-43-1) → C41H42Cl2FN3O4 (1443749-27-6)

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;	2.13 g

Downstream Products

• 1443749-27-6 C₄₁H₄₂Cl₂FN₃O₄