Benzenemethanol, 4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl)propoxy)-3-methoxy-alpha-methyl-, (alphaR)-

Base Information

• Chemical Name: Benzenemethanol, 4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl)propoxy)-3-methoxy-alpha-methyl-, (alphaR)-
• CAS No.: 501373-87-1
• Molecular Formula: C₂₄H₂₉FN₂O₄
• Molecular Weight: 428.504
• UNII: 2896I16LBA
• Wikidata: Q27254293
• Mol file: 501373-87-1.mol

Synonyms:501373-87-1;UNII-2896I16LBA;(R)-Hydroxy Iloperidone;2896I16LBA;P-88-8991, (+)-;(1R)-1-[4-[3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy]-3-methoxyphenyl]ethanol;Benzenemethanol, 4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl)propoxy)-3-methoxy-alpha-methyl-, (alphaR)-;SCHEMBL1566550;(+)-p-88-8991;Q27254293;BENZENEMETHANOL, 4-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)-1-PIPERIDINYL)PROPOXY)-3-METHOXY-.ALPHA.-METHYL-, (.ALPHA.R)-

Chemical Property of Benzenemethanol, 4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl)propoxy)-3-methoxy-alpha-methyl-, (alphaR)-

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 428.21113557
• Heavy Atom Count: 31
• Complexity: 548

Purity/Quality:

99% ^*data from raw suppliers

(R)-HydroxyIloperidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC(=C(C=C1)OCCCN2CCC(CC2)C3=NOC4=C3C=CC(=C4)F)OC)O
• Isomeric SMILES: C[C@H](C1=CC(=C(C=C1)OCCCN2CCC(CC2)C3=NOC4=C3C=CC(=C4)F)OC)O

Technology Process of Benzenemethanol, 4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl)propoxy)-3-methoxy-alpha-methyl-, (alphaR)-

There total 5 articles about Benzenemethanol, 4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl)propoxy)-3-methoxy-alpha-methyl-, (alphaR)- 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: 67.0%

iloperidone (133454-47-4) → 4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-propoxy]-3-methoxy-α-methylbenzenemethanol (133454-55-4,501373-87-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 3h; Ambient temperature;

DOI:10.1021/jm00007a009

Reference yield:

iloperidone (133454-47-4) → (S)-1-(4-{3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propoxy}-3-methoxyphenyl)-ethanol (501373-88-2,501373-87-1)

Guidance literature:

With borane complex of (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In dichloromethane; at 0 ℃; for 21.5h;

Reference yield:

iloperidone (133454-47-4) → (R)-1-(4-{3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propoxy}-3-methoxyphenyl)-ethanol (501373-87-1)

Guidance literature:

With (3aS,7R)-1-methyl-3,3-diphenyl-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborol; In dichloromethane; at 0 ℃; for 20h; Inert atmosphere;

upstream raw materials:

iloperidone

Downstream raw materials:

iloperidone

Refernces

• 1、 -. "BENZISOXAZOLES". Page/Page column 7. . Retrieved 2008/06/13.
• 2、 Strupczewski,Bordeau,Chiang,Glamkowski,Conway,Corbett,Hartman,Szewczak,Wilmot,Helsley. "3-[[(Aryloxy)alkyl]piperidinyl]-1,2-benzisoxazoles as D2/5-HT2 antagonists with potential atypical antipsychotic activity: Antipsychotic profile of iloperidone (HP 873)". . p. 1119 - 1131. Retrieved 2007/10/02.