Cda-lte4

Base Information

• Chemical Name: Cda-lte4
• CAS No.: 114115-51-4
• Molecular Formula: C₂₃H₃₃NO₈S
• Molecular Weight: 483.583
• Mol file: 114115-51-4.mol

Synonyms:18-carboxy-19,20-dinor-N-acetyl-LTE4;18-carboxy-19,20-dinor-N-acetylleukotriene E4;CDA-LTE4

Chemical Property of Cda-lte4

Chemical Property:

• Vapor Pressure: 2.55E-32mmHg at 25°C
• Boiling Point: 834.4°Cat760mmHg
• Flash Point: 458.4°C
• PSA: 190.02000
• Density: 1.255g/cm³
• LogP: 3.61330
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 18
• Exact Mass: 483.19268818
• Heavy Atom Count: 33
• Complexity: 745

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Cda-lte4

There total 10 articles about Cda-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: 56.0%

(4Z,7Z,9E,11E)-(13R,14S)-13-((R)-2-Acetylamino-2-methoxycarbonyl-ethylsulfanyl)-14-hydroxy-octadeca-4,7,9,11-tetraenedioic acid 18-ethyl ester 1-methyl ester (118884-88-1) → 18-carboxy-19,20-dinor-N-acetyl-leukotriene E4 (114115-51-4)

Guidance literature:

With potassium carbonate; In methanol; Ambient temperature;

DOI:10.1021/jo00276a025

Reference yield:

6-((tert-butyldiphenylsilyl)oxy)hex-3-yn-1-ol (122069-55-0) → 18-carboxy-19,20-dinor-N-acetyl-leukotriene E4 (114115-51-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 90 percent / triethylamine / CH₂Cl₂ / 0.5 h / -20 °C

2: 93 percent / ethanol; H₂O / 60 °C

3: 1.) HCl (gas), 2.) 10percent aq. HCl / 1.) ether, RT, 45 min, 2.) overnight

4: 90 percent / sodium borohydride, Ni(OAc)2*4H₂O, ethylenediamine / ethanol / 0.5 h / Ambient temperature

5: 99 percent / triethylamine / CH₂Cl₂ / 0.5 h / -20 °C

6: 93 percent / NaI / acetone / 55 °C

7: 100 percent / acetonitrile / 80 °C

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

9: 75 percent / 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy radical (4-hydroxy-TEMPO) / methanol; triethylamine / 3 h / Ambient temperature

10: 56 percent / 1 M aq. K₂CO₃ / methanol / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; TEMPOL; nickel diacetate; potassium carbonate; ethylenediamine; triethylamine; sodium iodide; lithium hexamethyldisilazane; In methanol; ethanol; dichloromethane; water; triethylamine; acetone; acetonitrile;

DOI:10.1021/jo00276a025

Reference yield:

methyl 7-hydroxy-4-heptynoate → 18-carboxy-19,20-dinor-N-acetyl-leukotriene E4 (114115-51-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / sodium borohydride, Ni(OAc)2*4H₂O, ethylenediamine / ethanol / 0.5 h / Ambient temperature

2: 99 percent / triethylamine / CH₂Cl₂ / 0.5 h / -20 °C

3: 93 percent / NaI / acetone / 55 °C

4: 100 percent / acetonitrile / 80 °C

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

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

7: 56 percent / 1 M aq. K₂CO₃ / methanol / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; TEMPOL; nickel diacetate; potassium carbonate; ethylenediamine; triethylamine; sodium iodide; lithium hexamethyldisilazane; In methanol; ethanol; dichloromethane; triethylamine; acetone; acetonitrile;

DOI:10.1021/jo00276a025

upstream raw materials:

(4Z,7Z,9E,11E)-(13R,14S)-13-((R)-2-Acetylamino-2-methoxycarbonyl-ethylsulfanyl)-14-hydroxy-octadeca-4,7,9,11-tetraenedioic acid 18-ethyl ester 1-methyl ester

6-((tert-butyldiphenylsilyl)oxy)hex-3-yn-1-ol

methyl (4Z)-7-hydroxyhept-4-enoate

methyl (4Z)-7-iodohept-4-enoate

Refernces