(S)-(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine

Base Information

• Chemical Name: (S)-(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine
• CAS No.: 869856-07-5
• Molecular Formula: C11H15 N O2
• Molecular Weight: 193.246
• UNII: 7E4EZC4U3F
• Nikkaji Number: J3.605.793I
• Mol file: 869856-07-5.mol

Synonyms:869856-07-5;(1S)-4,5-Dimethoxy-1-(aminomethyl)benzocyclobutane;(S)-(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine;7E4EZC4U3F;[(7S)-3,4-dimethoxy-7-bicyclo[4.2.0]octa-1,3,5-trienyl]methanamine;4,5-Dimethoxy-1-(aminomethyl)benzocyclobutane, (S)-;(S)-N-((4,5-Dimethoxybenzocyclobutan-1-yl)methyl)amine;(7S)-3,4-Dimethoxybicyclo(4.2.0)octa-1,3,5-triene-7-methanamine;((7S)-3,4-Dimethoxybicyclo(4.2.0)octa-1(6),2,4-trien-7-yl)methanamine;Bicyclo(4.2.0)octa-1,3,5-triene-7-methanamine, 3,4-dimethoxy-, (7S)-;(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-methanamine;UNII-7E4EZC4U3F;SCHEMBL31549;JDZSBHBIJDIACW-MRVPVSSYSA-N;AMY40436;AKOS015900708;CS-0456558;{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}amine

Chemical Property of (S)-(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine

Chemical Property:

• Boiling Point: 308.7±42.0 °C(Predicted)
• PKA: 9.70±0.29(Predicted)
• PSA: 44.48000
• Density: 1.113
• LogP: 2.00250
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

99%, ^*data from raw suppliers

(1S)-4,5-Dimethoxy-1-(aminomethyl)benzocyclobutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(CC2=C1)CN)OC
• Isomeric SMILES: COC1=C(C=C2[C@H](CC2=C1)CN)OC

Technology Process of (S)-(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine

There total 2 articles about (S)-(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine 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: 30.0%

DBC (3459-92-5) + (±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine (73344-75-9) → (1S)-4,5-dimethoxy-1-(ammoniummethyl)benzocyclobutane (869856-07-5) + (R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine (1422007-49-5) + benzyl {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}carbamate

Guidance literature:

With Pseudomonas cepacia lipase II; In 2-methyltetrahydrofuran; at 30 ℃; for 24h;

Reference yield:

DBC (3459-92-5) + (±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine (73344-75-9) → (1S)-4,5-dimethoxy-1-(ammoniummethyl)benzocyclobutane (869856-07-5) + (R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine (1422007-49-5) + benzyl {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}carbamate + benzyl {[(7R)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}carbamate

Guidance literature:

With lipase from Pseudomonas fluorescens; In tert-butyl methyl ether; at 30 ℃; for 24h; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Resolution of racemate; Inert atmosphere; Enzymatic reaction;

DOI:10.1002/adsc.201601222

upstream raw materials:

DBC

(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine

Refernces

• 1、 -. "PROCESS FOR THE ENZYMATIC SYNTHESIS OF (7S)-1-(3,4-DIMETHOXYBICYCLO[4.2.0]OCTA-1,3,5-TRIEN-7-YL) N-METHYL METHANAMINE, AND APPLICATION IN THE SYNTHESIS OF IVABRADINE AND SALTS THEREOF". Paragraph 0114-0119. . Retrieved 2017/04/27.