Ablukast, (S)-

Base Information

Chemical Name:Ablukast, (S)-
CAS No.:96686-71-4
Molecular Formula:C₂₈H₃₄O₈
Molecular Weight:498.573
Hs Code.:
UNII:5D02B11YGB
ChEMBL ID:CHEMBL54955
Nikkaji Number:J555.347D
Wikidata:Q27261845

Synonyms:Ablukast, (S)-;UNII-5D02B11YGB;5D02B11YGB;CHEMBL54955;96686-71-4;2H-1-Benzopyran-2-carboxylic acid, 6-acetyl-7-((5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl)oxy)-3,4-dihydro-, (S)-;(S)-ablukast;SCHEMBL37502;6-Acetyl-7-[5-(4-acetyl-3-hydroxy-2-propyl-phenoxy)-pentyloxy]-chroman-2-carboxylic acid;BDBM50017201;Q27261845

Suppliers and Price of Ablukast, (S)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of Ablukast, (S)-

Chemical Property:

XLogP3:5.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:13
Exact Mass:498.22536804
Heavy Atom Count:36
Complexity:739

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCC1=C(C=CC(=C1O)C(=O)C)OCCCCCOC2=C(C=C3CCC(OC3=C2)C(=O)O)C(=O)C
Isomeric SMILES:CCCC1=C(C=CC(=C1O)C(=O)C)OCCCCCOC2=C(C=C3CC[C@H](OC3=C2)C(=O)O)C(=O)C

Technology Process of Ablukast, (S)-

There total 9 articles about Ablukast, (S)- 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: 52.5%

: 96566-42-6
<2S-<2β(1R*,2R*)>>-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid 2-hydroxy-1-methylpropyl ester

: 96686-71-4
(S)-(+)-6-acetyl-7-[5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyloxy]-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 2.5h; Ambient temperature;
DOI:10.1021/jm00128a028

Reference yield:

: 23866-72-0
ethyl 7-hydroxy-4-oxo-4H-chromen-2-carboxylate

: 96686-71-4
(S)-(+)-6-acetyl-7-[5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyloxy]-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 73.4 percent / H₂ / 10percent Pd/C / acetic acid / 41 h / Ambient temperature

2: 79 percent / pyridine / 24 h / Ambient temperature

3: 1.) BF₃*Et₂O, AcOH, Ac₂O, 2.) p-TsOH*H₂O / 1.) reflux, 18.5 h, 2.) reflux, 20 h

4: 100 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 4 h / Ambient temperature

5: 1.) N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine, 2.) K₂CO₃ / 1.) CH₂Cl₂, room temperature, 4 h, 2.) acetone, DMF, reflux, 18 h

6: 42.6 percent / K₂CO₃ / acetone; dimethylformamide / 2 h / Heating

7: 52.5 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 2.5 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; water; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00128a028

Reference yield:

: 96566-14-2
(R)-3,4-dihydro-7-hydroxy-2H-1-benzopyran-2-carboxylic acid,ethyl ester

: 96686-71-4
(S)-(+)-6-acetyl-7-[5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyloxy]-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / pyridine / 24 h / Ambient temperature

2: 1.) BF₃*Et₂O, AcOH, Ac₂O, 2.) p-TsOH*H₂O / 1.) reflux, 18.5 h, 2.) reflux, 20 h

3: 100 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 4 h / Ambient temperature

4: 1.) N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine, 2.) K₂CO₃ / 1.) CH₂Cl₂, room temperature, 4 h, 2.) acetone, DMF, reflux, 18 h

5: 42.6 percent / K₂CO₃ / acetone; dimethylformamide / 2 h / Heating

6: 52.5 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 2.5 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; boron trifluoride diethyl etherate; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00128a028