LY2886721

Base Information

• Chemical Name: LY2886721
• CAS No.: 1262036-50-9
• Molecular Formula: C18H16F2N4O2S
• Molecular Weight: 390.413
• Mol file: 1262036-50-9.mol

Synonyms:N-[3-[(4aS,7aS)-2-Amino-4a,5-dihydro-4H-furo[3,4-d][1,3]thiazin-7a(7H)-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide;

Chemical Property of LY2886721

Chemical Property:

• PKA: 10.08±0.70(Predicted)
• PSA: 112.40000
• Density: 1.57
• LogP: 3.22650
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥19.52 mg/mL in DMSO

Purity/Quality:

98% min ^*data from raw suppliers

LY 2886721 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: LY2886721 is a BACE inhibitor used to treat Alzheimer's disease.

Technology Process of LY2886721

There total 16 articles about LY2886721 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%

N-(3-((4aS,7aS)-2-benzamido-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide (1262037-71-7) → N-[3-[(4aS,7aS)-2-amino-4a,5-dihydro-4H-furo[3,4-d][1,3]thiazin-7a(7H)-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide (1262036-50-9)

Guidance literature:

With pyridine; N-methoxylamine hydrochloride; In ethanol; at 50 ℃; for 4h;

Reference yield:

N-(3-((4aS,7aS)-2-Amino-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide hydrochloride (1262036-49-6) → N-[3-[(4aS,7aS)-2-amino-4a,5-dihydro-4H-furo[3,4-d][1,3]thiazin-7a(7H)-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide (1262036-50-9)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 0.5h;

Reference yield:

N-(3-((3S,4R)-3-amino-4-(hydroxymethyl)tetrahydrofuran-3-yl)-4-fluorophenyl)acetamide hydrochloride → N-[3-[(4aS,7aS)-2-amino-4a,5-dihydro-4H-furo[3,4-d][1,3]thiazin-7a(7H)-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide (1262036-50-9)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 2.5 h / 50 °C / Industrial scale

2: 1,1'-carbonyldiimidazole / tetrahydrofuran / 9 h / 50 °C / Glovebox; Reflux; Industrial scale

3: methanesulfonic acid / methanol / 75 °C

4: water; ethanol; dichloromethane / 0.5 h

With methanesulfonic acid; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 2: |Mitsunobu Displacement / 4: |Schotten-Baumann Reaction;

DOI:10.1021/op500327t

upstream raw materials:

N-(3-((4aS,7aS)-2-benzamido-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide

N-(3-((4aS,7aS)-2-Amino-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide hydrochloride

5-fluoropicolinoyl chloride

5-fluoropicolinic acid

Downstream raw materials:

N-(3-((4aS,7aS)-2-Amino-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide hydrochloride

Refernces

• 1、 -. "BACE INHIBITORS". Page/Page column 12. . Retrieved 2011/02/15.