N-Benzyl (-)-Nebivolol

Base Information

• Chemical Name: N-Benzyl (-)-Nebivolol
• CAS No.: 1199945-26-0
• Molecular Formula: C29H31F2NO4
• Molecular Weight: 495.566
• DSSTox Substance ID: DTXSID70657621,DTXSID801019604
• Wikidata: Q82573273
• Mol file: 1199945-26-0.mol

Synonyms:N-Benzyl (-)-Nebivolol;1199945-26-0;(1S)-2-[benzyl-[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]-1-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol;876666-07-8;2H-1-Benzopyran-2-methanol, alpha,alpha'-[[(phenylmethyl)imino]bis(methylene)]bis[6-fluoro-3,4-dihydro-, (alphaR,alpha'R,2R,2'S)-rel-;SCHEMBL6855663;DTXSID70657621;STEPXTPIBUXRLE-YFVZOPNBSA-N;DTXSID801019604;J-004227;(+/-)[R*,S*,S*,S*]-alpha,alpha'-[(phenylmethyl)imino-bis (methylene)] bis [6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol];(1S)-2-(Benzyl{(2S)-2-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl}amino)-1-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol;(alphaS,alpha'S,2R,2'S)-alpha,alpha'-[[(PhenylMethyl)iMino]bis(Methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-Methanol

Chemical Property of N-Benzyl (-)-Nebivolol

Chemical Property:

• Boiling Point: 654.3±55.0 °C(Predicted)
• PKA: 14.24±0.20(Predicted)
• PSA: 62.16000
• Density: 1.286±0.06 g/cm3(Predicted)
• LogP: 4.27620
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 495.22211479
• Heavy Atom Count: 36
• Complexity: 634

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl(-)-Nebivolol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)F)OC1C(CN(CC3=CC=CC=C3)CC(C4CCC5=C(O4)C=CC(=C5)F)O)O
• Isomeric SMILES: C1CC2=C(C=CC(=C2)F)O[C@H]1[C@H](CN(CC3=CC=CC=C3)C[C@@H]([C@@H]4CCC5=C(O4)C=CC(=C5)F)O)O
• Uses: (-)-Nebivolol intermediate.

Technology Process of N-Benzyl (-)-Nebivolol

There total 16 articles about N-Benzyl (-)-Nebivolol 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: 98.13%

(2S)-6-fluoro-2-[(2S)-oxiran-2-yl]-3,4-dihydro-2H-chromene (129050-23-3,793669-26-8,876514-31-7) + (R)-2-benzylamino-1-((S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol (129050-27-7) → 2-{benzyl-[2-(6-fluoro-chroman-2-yl)-2-hydroxy-ethyl]-amino}-1-(6-fluoro-chroman-2-yl)-ethanol (1199945-26-0)

Guidance literature:

In methanol; for 17h; Reflux; Large scale;

Reference yield: 73.0%

→ 2-{benzyl-[2-(6-fluoro-chroman-2-yl)-2-hydroxy-ethyl]-amino}-1-(6-fluoro-chroman-2-yl)-ethanol (1199945-26-0)

Guidance literature:

Reference yield:

2-(benzylamino)-1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol (1322622-97-8,129050-27-7) + 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran (197706-50-6,793669-26-8,876514-31-7) → 2-{benzyl-[2-(6-fluoro-chroman-2-yl)-2-hydroxy-ethyl]-amino}-1-(6-fluoro-chroman-2-yl)-ethanol (1199945-26-0)

Guidance literature:

2-(benzylamino)-1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol; 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran; In methanol; for 17h; Industry scale; Reflux;

With hydrogenchloride; In methanol; water; Industry scale;

upstream raw materials:

(2R)-6-fluoro-2-[(2S)-oxiran-2-yl]-3,4-dihydro-2H-chromene

benzylamine

(R)-2-benzylamino-1-((S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol

6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran

Downstream raw materials:

nebivolol hydrochloride

DL-nebivolol hydrochloride