Genz-123346

Base Information

• Chemical Name: Genz-123346
• CAS No.: 491833-30-8
• Molecular Formula: C₂₄H₃₈N₂O₄
• Molecular Weight: 418.577
• Mol file: 491833-30-8.mol

Synonyms:Genz-123346;N-[(1R,2R)-1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]nonanamide Genz-123346;Genz-123346 (free base);N-[(1R,2R)-2-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-2-HYDROXY-1-(1-PYRROLIDINYLMETHYL)ETHYL]-NONANAMIDE

Chemical Property of Genz-123346

Chemical Property:

• Boiling Point: 623.9±55.0 °C(Predicted)
• PKA: 13.45±0.20(Predicted)
• PSA: 71.03000
• Density: 1.111±0.06 g/cm3(Predicted)
• LogP: 4.15120

Purity/Quality:

99%, ^*data from raw suppliers

GENZ-123346 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Genz-123346

There total 7 articles about Genz-123346 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: 53.0%

nonanoic acid N-hydroxysuccinimide ester (104943-23-9) + (1R,2R)-2-amino-1-(2,3-dihydrobenzo[β][1,4]dioxin-6-yl)-3-pyrrolidin-1-yl-propan-1-ol (491833-28-4) → eliglustat (491833-30-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h;

DOI:10.1002/cmdc.201500407

Reference yield:

C16H20N2O4 → eliglustat (491833-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide; water / 1,4-dioxane / 0.5 h / 165 °C / Microwave irradiation; Sealed tube

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h

With water; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201500407

Reference yield:

C18H27NO5Si → eliglustat (491833-30-8)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic acid / water; tetrahydrofuran / 48 h

2: pyridine / 2 h / -20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 72 h / 80 °C

4: lithium hydroxide; water / 1,4-dioxane / 0.5 h / 165 °C / Microwave irradiation; Sealed tube

5: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h

With pyridine; water; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201500407

upstream raw materials:

nonanoic acid N-hydroxysuccinimide ester

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

nonanoic acid

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