N-cyclopentyl-N-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]thiadiazole-4-carboxamide

Base Information

• Chemical Name: N-cyclopentyl-N-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]thiadiazole-4-carboxamide
• CAS No.: 3946-61-0
• Molecular Formula: C21H34 O4
• Molecular Weight: 350.499
• DSSTox Substance ID: DTXSID10390469
• ChEMBL ID: CHEMBL1526716
• Mol file: 3946-61-0.mol

Synonyms:3946-61-0;AC1MLMES;MLS000764975;CHEMBL1526716;DTXSID10390469;HMS2684O10;AKOS000682803;AKOS030481198;SMR000286780

Chemical Property of N-cyclopentyl-N-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]thiadiazole-4-carboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.31g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 399.17289623
• Heavy Atom Count: 28
• Complexity: 545

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C1)NC(=O)C(C2=CC=NC=C2)N(C3CCCC3)C(=O)C4=CSN=N4

Technology Process of N-cyclopentyl-N-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]thiadiazole-4-carboxamide

There total 5 articles about N-cyclopentyl-N-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]thiadiazole-4-carboxamide 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:

(+)-digitoxigenin (143-62-4) → 3β,14β,21-trihydroxy-5β-pregnane-20-one (3946-61-0)

Guidance literature:

With ozone; ethyl acetate; at -80 ℃; Behandeln des Reaktionsprodukts mit Essigsaeure und Zink-Pulver und Behandeln des danach erhaltenen Reaktionsprodukts mit KHCO₃ und wss.Methanol;

DOI:10.1002/hlca.19470300617

Reference yield:

C41H66O15 (134423-77-1) → 3β,14β,21-trihydroxy-5β-pregnane-20-one (3946-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 mg / aq. KHCO₃ / methanol / 16 h / Ambient temperature

2: 47 mg / H₂SO₄ / methanol

With sulfuric acid; potassium hydrogencarbonate; In methanol;

Reference yield:

digitoxin (71-63-6,11054-89-0,23394-08-3) → 3β,14β,21-trihydroxy-5β-pregnane-20-one (3946-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) O₃, 2) Zn, HOAc / 1) MeOH, -60 deg C, 45 min, 2) 5 min

2: 68 mg / aq. KHCO₃ / methanol / 16 h / Ambient temperature

3: 47 mg / H₂SO₄ / methanol

With sulfuric acid; potassium hydrogencarbonate; ozone; acetic acid; zinc; In methanol;

upstream raw materials:

(+)-digitoxigenin

14,21-dihydroxy-3β-tris(digitoxosyloxy)-5β,14β-pregnan-20-one

C₄₁H₆₆O₁₅

digitoxin

Downstream raw materials:

21-acetoxy-5β-pregnane-3,20-dione

(+)-digitoxigenin

Refernces

• 1、 Templeton, John F.,Ling, Yangzhi,Jin, Jichun,Boehmer, Mark A.,Zeglam, Talal H.,LaBella, Frank S.. "Synthesis of 3β,14-Dihydroxy-5β,14β-pregnan-20-one C-3 Derivatives: Ozonolysis of Digitoxin and Digitoxigenin and their Derivatives followed by Zinc-Acid Reduction to the C-21 Methyl Ketone". . p. 823 - 829. Retrieved 2007/10/02.