Leukotriene C5

Base Information

• Chemical Name: Leukotriene C5
• CAS No.: 75207-09-9
• Molecular Formula: C₃₀H₄₅N₃O₉S
• Molecular Weight: 623.768
• Wikidata: Q76727547
• Metabolomics Workbench ID: 42156
• Mol file: 75207-09-9.mol

Synonyms:5-hydroxy-6-S-glutathionyl-7,9,11,14,17-eicosapentaenoic acid;leukotriene C-5;leukotriene C5

Chemical Property of Leukotriene C5

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 893.4°C at 760 mmHg
• Flash Point: 494.1°C
• PSA: 246.85000
• Density: 1.253g/cm³
• LogP: 4.03500
• XLogP3: 0
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 24
• Exact Mass: 623.28765120
• Heavy Atom Count: 43
• Complexity: 1020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CC=CC=CC(C(CCCC(=O)O)O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)N

Technology Process of Leukotriene C5

There total 9 articles about Leukotriene C5 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:

1-bromo-pent-2-yne (16400-32-1) → LTC5 (75207-09-9)

Guidance literature:

Multi-step reaction with 8 steps

1: DBU, CuI, HMPT / tetrahydrofuran

2: H₂, (C₂H₅)N / Lindlar catalyst / tetrahydrofuran

3: CBr₄, P(C₆H₅)3 / CH₂Cl₂ / 0.17 h / 0 °C

4: acetonitrile / Heating

5: BuLi, HMPT / tetrahydrofuran / -78 °C

6: 30 percent / 0.08 h / -78 °C

7: 60 percent

8: 0.1 M K₂CO₃ aq. / 12 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; n-butyllithium; carbon tetrabromide; (C₂H₅)N; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/ardp.19843170317

Reference yield:

nona-3,6-diyn-1-ol (57386-91-1) → LTC5 (75207-09-9)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂, (C₂H₅)N / Lindlar catalyst / tetrahydrofuran

2: CBr₄, P(C₆H₅)3 / CH₂Cl₂ / 0.17 h / 0 °C

3: acetonitrile / Heating

4: BuLi, HMPT / tetrahydrofuran / -78 °C

5: 30 percent / 0.08 h / -78 °C

6: 60 percent

7: 0.1 M K₂CO₃ aq. / 12 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; carbon tetrabromide; (C₂H₅)N; hydrogen; potassium carbonate; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/ardp.19843170317

Reference yield:

(Z,Z)-1-hydroxynona-3,6-diene (53046-97-2,167820-65-7,53250-56-9) → LTC5 (75207-09-9)

Guidance literature:

Multi-step reaction with 6 steps

1: CBr₄, P(C₆H₅)3 / CH₂Cl₂ / 0.17 h / 0 °C

2: acetonitrile / Heating

3: BuLi, HMPT / tetrahydrofuran / -78 °C

4: 30 percent / 0.08 h / -78 °C

5: 60 percent

6: 0.1 M K₂CO₃ aq. / 12 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; carbon tetrabromide; potassium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/ardp.19843170317

upstream raw materials:

1-bromo-pent-2-yne

GLUTATHIONE

nona-3,6-diyn-1-ol

(Z,Z)-1-hydroxynona-3,6-diene

Refernces