(3-Aminocyclobutyl)methanol

Base Information

• Chemical Name: (3-Aminocyclobutyl)methanol
• CAS No.: 130369-00-5
• Molecular Formula: C5H11 N O
• Molecular Weight: 101.148
• European Community (EC) Number: 842-083-3,843-433-8,882-510-0
• DSSTox Substance ID: DTXSID80563946,DTXSID901305399
• Mol file: 130369-00-5.mol

Synonyms:3-AMINO-CYCLOBUTANEMETHANOL;142733-66-2;130369-00-5;(3-aminocyclobutyl)methanol;cis-3-Amino-cyclobutanemethanol;TRANS-3-AMINO-CYCLOBUTANEMETHANOL;1234615-91-8;(cis-3-Aminocyclobutyl)methanol;3-Aminocyclobutanemethanol;CYCLOBUTANEMETHANOL,3-AMINO-,CIS-(9CI);CYCLOBUTANEMETHANOL, 3-AMINO-, CIS-;cis-3-Aminocyclobutanemethanol;Cyclobutanemethanol,3-amino-(9CI);((1s,3s)-3-aminocyclobutyl)methanol;[(1s,3s)-3-aminocyclobutyl]methanol;trans-3-Aminocyclobutanemethanol;(3-aminocyclobutyl)-methanol;SCHEMBL3219147;SCHEMBL3219150;SCHEMBL3221656;SCHEMBL19264227;(trans-3-aminocyclobutyl)methanol;DTXSID80563946;BMCBDSKJVXYMJF-SYDPRGILSA-N;BMCBDSKJVXYMJF-UHFFFAOYSA-N;BMCBDSKJVXYMJF-URHBZAFASA-N;DTXSID901305399;AMY32100;MFCD16660355;MFCD17017753;AKOS006310533;AKOS006350843;PB17688;PB27028;PB34902;AM807011;AS-31298;AS-50672;CS-0053863;CS-0055186;CS-0055246;FT-0684769;[(1R,3R)-3-AMINOCYCLOBUTYL]METHANOL;EN300-309235;EN300-331593;EN300-703024;P10843;P12115;J-511682;Z1203585248

Chemical Property of (3-Aminocyclobutyl)methanol

Chemical Property:

• Vapor Pressure: 0.36mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 175℃
• Flash Point: 60℃
• PSA: 46.25000
• Density: 1.041
• LogP: 0.41630
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 59.1

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-cyclobutanemethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1N)CO

Technology Process of (3-Aminocyclobutyl)methanol

There total 6 articles about (3-Aminocyclobutyl)methanol 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: 100.0%

(3-(dibenzylamino)cyclobutyl)methanol (1609546-11-3) → 3-(hydroxymethyl)cyclobutylamine (130369-00-5)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 48h;

Reference yield: 79.0%

ethyl 3-azidocyclobutanecarboxylate (74307-74-7) → 3-(hydroxymethyl)cyclobutylamine (130369-00-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Heating;

DOI:10.1248/cpb.38.2719

Reference yield:

methyl 3-oxocyclobutanecarboxylate (695-95-4) → 3-(hydroxymethyl)cyclobutylamine (130369-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 10 h / 28 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

3: palladium on activated charcoal; hydrogen; acetic acid / ethanol / 12 h / 26 °C

With lithium aluminium tetrahydride; palladium on activated charcoal; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; ethanol;

upstream raw materials:

ethyl 3-azidocyclobutanecarboxylate

methyl 3-oxocyclobutanecarboxylate

(3-(dibenzylamino)cyclobutyl)methanol

Downstream raw materials:

cis-6-chloro-9-(3-trityloxymethylcyclobutyl)purine

trans-6-chloro-9-(3-trityloxymethylcyclobutyl)purine

9-adenine

3β-(6-amino-9H-purin-9-yl)cyclobutane-1α-methanol

Refernces

• 1、 -. "TETRACYCLIC HETEROCYCLE COMPOUNDS USEFUL AS HIV INTEGRASE INHIBITORS". . . Retrieved 2018/06/15.
• 2、 -. "Process for preparation of intermediates of carbocyclic nucleoside analogs". . . Retrieved 2008/06/13.