Eliglustat

Base Information

• Chemical Name: Eliglustat
• CAS No.: 491833-29-5
• Molecular Formula: C23H36N2O4
• Molecular Weight: 404.55
• Mol file: 491833-29-5.mol

Synonyms:Eliglustat;Genz 99067;N-[(1R,2R)-2-(2,3-Dihydro-1,4-benzodioxin-6-yl)-2-hydroxy-1-(1-pyrrolidinylmethyl)ethyl]-octanamide;N-[(1R,2R)-1-(2,3-Dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(1- pyrrolidinyl)-2-propanyl]octanamide;Eliglustat(Genz-99067)

Chemical Property of Eliglustat

Chemical Property:

• Boiling Point: 615.5±55.0 °C(Predicted)
• PKA: 13.45±0.20(Predicted)
• PSA: 74.52000
• Density: 1.123±0.06 g/cm3(Predicted)
• LogP: 4.21050
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Eliglustat ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Eliglustat is a specific and potent inhibitor of glucosylceramide synthase.

Technology Process of Eliglustat

There total 68 articles about Eliglustat 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: 93.8%

2,5-dioxopyrrolidin-1-yl octanoate (14464-30-3) + (1R,2R)-2-amino-1-(2,3-dihydrobenzo[β][1,4]dioxin-6-yl)-3-pyrrolidin-1-yl-propan-1-ol (491833-28-4) → (1R,2R)-octanoic acid [2-(2',3'-dihydro-benzo[1,4]dioxin-6'-yl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide (491833-29-5)

Guidance literature:

In dichloromethane; at 0 - 30 ℃; Inert atmosphere;

Reference yield: 61.4%

n-octanoic acid chloride (111-64-8) + (1R,2R)-2-amino-1-(2,3-dihydrobenzo[β][1,4]dioxin-6-yl)-3-pyrrolidin-1-yl-propan-1-ol (491833-28-4) → (1R,2R)-octanoic acid [2-(2',3'-dihydro-benzo[1,4]dioxin-6'-yl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide (491833-29-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield: 54.0%

(1R,2R)-octanoic acid[2-(2,3-dihydrobenzo[1,4]dioxin-6-yl)-2-hydroxy-1-pyrrolidin-1-ylmethylethyl]amide tartrate → (1R,2R)-octanoic acid [2-(2',3'-dihydro-benzo[1,4]dioxin-6'-yl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide (491833-29-5)

Guidance literature:

With sodium hydrogencarbonate; at 18 - 25 ℃; for 0.5h;

upstream raw materials:

2,5-dioxopyrrolidin-1-yl octanoate

(1R,2R)-2-amino-1-(2,3-dihydrobenzo[β][1,4]dioxin-6-yl)-3-pyrrolidin-1-yl-propan-1-ol

(1R,3S,5S,8aS)-1,3-bis(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-phenyltetrahydro-3H,8H-oxazolo[4,3-c][1 ,4]oxazin-8-one

n-octanoic acid chloride