(r)-Bisoprolol

Base Information

• Chemical Name: (r)-Bisoprolol
• CAS No.: 111051-40-2
• Molecular Formula: C₁₈H₃₁NO₄
• Molecular Weight: 325.448
• UNII: L68D148Q8N
• Nikkaji Number: J245.721K
• Wikidata: Q27282767
• ChEMBL ID: CHEMBL1527815
• Mol file: 111051-40-2.mol

Synonyms:r-(+)-bisoprolol;(r)-bisoprolol;(+)-Bisoprolol;Bisoprolol, (R)-;111051-40-2;L68D148Q8N;UNII-L68D148Q8N;(2R)-1-(propan-2-ylamino)-3-[4-(2-propan-2-yloxyethoxymethyl)phenoxy]propan-2-ol;(2R)-1-(4-((2-(1-Methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-2-propanol;2-Propanol, 1-(4-((2-(1-methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-, (2R)-;2-Propanol, 1-(4-((2-(1-methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-, (R)-;Prestwick-05A11;Tocris-0914;()-Bisoprolol (hemifumarate);BIDD:GT0701;SCHEMBL233810;CHEMBL1527815;CS-O-13065;NCGC00016997-01;NCGC00024868-01;PD132969;Q27282767

Chemical Property of (r)-Bisoprolol

Chemical Property:

• Boiling Point: 445.0±45.0 °C(Predicted)
• PKA: 13.86±0.20(Predicted)
• PSA: 59.95000
• Density: 1.033±0.06 g/cm3(Predicted)
• LogP: 2.75680
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 325.22530847
• Heavy Atom Count: 23
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

R-(+)-BISOPROLOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=C(C=C1)COCCOC(C)C)O
• Isomeric SMILES: CC(C)NC[C@H](COC1=CC=C(C=C1)COCCOC(C)C)O

Technology Process of (r)-Bisoprolol

There total 18 articles about (r)-Bisoprolol 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: 97.2%

isopropylamine (75-31-0) + (S)-2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane → (-)-Bisoprolol (99103-03-4,111051-40-2)

Guidance literature:

In methanol; at 40 - 45 ℃; for 3h;

Reference yield: 96.3%

(R)-2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane + isopropylamine (75-31-0) → (+)-Bisoprolol (111051-40-2)

Guidance literature:

In methanol; at 40 - 45 ℃; for 3h;

Reference yield: 95.0%

(2S)-(+)-glycidyl 3-nitrobenzene sulfonate + 4-(2-isopropoxy-ethoxymethyl)-phenol (177034-57-0) → (-)-Bisoprolol (99103-03-4,111051-40-2)

Guidance literature:

With potassium carbonate; cesium fluoride; In water; isopropylamine; N,N-dimethyl-formamide;

upstream raw materials:

bisoprolol Fumarate

C₁₉H₂₉NO₅

isopropylamine

2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane

Downstream raw materials:

bisoprolol Fumarate

(-)-Bisoprolol

(R)-(+)-bisoprolol hemifumarate

Refernces

• 1、 -. "Preparation method of chiral bisoprolol fumarate". . . Retrieved 2021/01/20.
• 2、 Xu, Shujuan,Wang, Yuying,Tang, Yixia,Ji, Yibing. "A protein-based mixed selector chiral monolithic stationary phase in capillary electrochromatography". . p. 13520 - 13528. Retrieved 2018/08/21.