Ctda-lte4

Base Information

• Chemical Name: Ctda-lte4
• CAS No.: 114115-52-5
• Molecular Formula: C21H31 N O8 S
• Molecular Weight: 457.545
• Mol file: 114115-52-5.mol

Synonyms:16-carboxy-17,18,19,20-tetranor-14,15-dihydro-N-acetyl-LTE4;16-carboxy-17,18,19,20-tetranor-14,15-dihydro-N-acetylleukotriene E4;CTDA-LTE4

Chemical Property of Ctda-lte4

Chemical Property:

• Vapor Pressure: 2.62E-31mmHg at 25°C
• Boiling Point: 821.9°Cat760mmHg
• PKA: 3.29±0.10(Predicted)
• Flash Point: 450.9°C
• PSA: 190.02000
• Density: 1.276g/cm³
• LogP: 3.05710
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 17
• Exact Mass: 457.17703812
• Heavy Atom Count: 31
• Complexity: 674

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CSC(C=CC=CC=CCCCC(=O)O)C(CCCC(=O)O)O)C(=O)O
• Isomeric SMILES: CC(=O)NC(CS[C@H](/C=C/C=C/C=C\CCCC(=O)O)[C@H](CCCC(=O)O)O)C(=O)O

Technology Process of Ctda-lte4

There total 5 articles about Ctda-lte4 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:

Ac-Cys-OMe (7652-46-2) → 16-carboxy-17,18,19,20-tetranor-14,15-dihydro-N-acetylleukotriene E4 (114115-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy radical (4-hydroxy-TEMPO) / methanol; triethylamine / 3 h / Ambient temperature

2: 1 M aq. K₂CO₃ / methanol / Ambient temperature

With TEMPOL; potassium carbonate; In methanol; triethylamine;

DOI:10.1021/jo00276a025

Reference yield:

(5Z,7E,9E)-(11R,12S)-11-((R)-2-Acetylamino-2-methoxycarbonyl-ethylsulfanyl)-12-hydroxy-hexadeca-5,7,9-trienedioic acid 16-ethyl ester 1-methyl ester (118884-89-2) → 16-carboxy-17,18,19,20-tetranor-14,15-dihydro-N-acetylleukotriene E4 (114115-52-5)

Guidance literature:

With potassium carbonate; In methanol; Ambient temperature;

DOI:10.1021/jo00276a025

Reference yield:

5(S),6(S),7(E),9(E) ethyl 5,6-epoxy-11-oxo-7,9-undecadienoate (95234-33-6) → 16-carboxy-17,18,19,20-tetranor-14,15-dihydro-N-acetylleukotriene E4 (114115-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LiHMDSi, hexamethylphosphoramide (HMPA) / 1.) THF, -78 deg C, 30 min, 2.) 0 deg C, 2 h

2: 75 percent / 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy radical (4-hydroxy-TEMPO) / methanol; triethylamine / 3 h / Ambient temperature

3: 1 M aq. K₂CO₃ / methanol / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; TEMPOL; potassium carbonate; lithium hexamethyldisilazane; In methanol; triethylamine;

DOI:10.1021/jo00276a025

upstream raw materials:

(5Z,7E,9E)-(11R,12S)-11-((R)-2-Acetylamino-2-methoxycarbonyl-ethylsulfanyl)-12-hydroxy-hexadeca-5,7,9-trienedioic acid 16-ethyl ester 1-methyl ester

Ac-Cys-OMe

5(S),6(S),7(E),9(E) ethyl 5,6-epoxy-11-oxo-7,9-undecadienoate

(5Z,7E,9E)-10-[(2S,3S)-3-(3-Ethoxycarbonyl-propyl)-oxiranyl]-deca-5,7,9-trienoic acid methyl ester

Refernces