VPC₉₆₀₉₁

Base Information

• Chemical Name: VPC₉₆₀₉₁
• CAS No.: 1266665-49-9
• Molecular Formula: C₂₄H₃₉N₃O*ClH
• Molecular Weight: 422.054
• Mol file: 1266665-49-9.mol

Synonyms:VPC₉₆₀₉₁

Chemical Property of VPC₉₆₀₉₁

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of VPC₉₆₀₉₁

There total 9 articles about VPC₉₆₀₉₁ 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: 64.0%

(S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carbonitrile (1266666-39-0) → VPC96091 (1266665-49-9)

Guidance literature:

(S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carbonitrile; With sodium methylate; In methanol; at 20 - 50 ℃; for 24h; Inert atmosphere;

With ammonium chloride; In methanol; at 50 ℃; Inert atmosphere;

DOI:10.1021/jm2001053

Reference yield: 36.0%

→ VPC96091 (1266665-49-9)

Guidance literature:

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → VPC96091 (1266665-49-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine; isobutyl chloroformate / dichloromethane / 1 h / 0 - 20 °C

1.2: 6 h / 20 °C

2.1: 2,4,6-trimethyl-pyridine; 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

3.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

5.1: sodium methylate / methanol / 24 h / 20 - 50 °C / Inert atmosphere

5.2: 50 °C / Inert atmosphere

With 2,4,6-trimethyl-pyridine; 1,3,5-trichloro-2,4,6-triazine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm2001053

upstream raw materials:

(S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carbonitrile

1-(tert-butoxycarbonyl)-L-proline

4-dodecylbenzoic acid

(S)-tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

Refernces

• 1、 Kennedy, Andrew J.,Mathews, Thomas P.,Kharel, Yugesh,Field, Saundra D.,Moyer, Morgan L.,East, James E.,Houck, Joseph D.,Lynch, Kevin R.,MacDonald, Timothy L.. "Development of amidine-based sphingosine kinase 1 nanomolar inhibitors and reduction of sphingosine 1-phosphate in human leukemia cells". experimental part. p. 3524 - 3548. Retrieved 2011/07/07.