Lankacidinol A

Base Information

• Chemical Name: Lankacidinol A
• CAS No.: 23498-36-4
• Molecular Formula: C₂₇H₃₇NO₈
• Molecular Weight: 503.593
• Wikidata: Q105302205

Synonyms:Antibiotic T-2636D;Lankacidinol 14-acetate;Lankacidinol A;P-2636 D;Lactamide, N-(7,13-dihydroxy-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo(13.2.2)nonadeca-3,5,9,11-tetraen-2-yl)-, 13-acetate, (all-E)-(1S,2R,7S,13S,15R,19R)-(-)-;Propanamide, N-(13-(acetyloxy)-7-hydroxy-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo(13.2.2)nonadeca-3,5,9,11-tetraen-2-yl)-2-hydroxy-, (1S-(1R*,2S*(R*),3E,5E,7R*,9E,11E,13R*,15S*,19S*))-;23498-36-4;LS-87451

Chemical Property of Lankacidinol A

Chemical Property:

• Vapor Pressure: 4.31E-25mmHg at 25°C
• Boiling Point: 737.3°Cat760mmHg
• Flash Point: 399.7°C
• Density: 1.22g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 503.25191714
• Heavy Atom Count: 36
• Complexity: 994

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CC(C=CC(=CCC(C=CC(=CC(C(C1=O)(C(=O)O2)C)NC(=O)C(C)O)C)O)C)OC(=O)C
• Isomeric SMILES: C[C@@H]1[C@H]2C[C@@H](/C=C\C(=C/C[C@@H](/C=C\C(=C/C([C@@](C1=O)(C(=O)O2)C)NC(=O)[C@@H](C)O)\C)O)\C)OC(=O)C

Technology Process of Lankacidinol A

There total 3 articles about Lankacidinol A 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: 82.0%

C49H69NO8Si2 → lankacidinol A (23498-36-4)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01930

Reference yield:

C53H81NO7Si3 → lankacidinol A (23498-36-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water; tetrahydrofuran / 3 h / 20 °C

2: dmap; triethylamine / dichloromethane / 0.33 h / 20 °C

3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acs.joc.0c01930

Reference yield:

C47H67NO7Si2 → lankacidinol A (23498-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 0.33 h / 20 °C

2: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.joc.0c01930

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