Howiinol A

Base Information

• Chemical Name: Howiinol A
• CAS No.: 190848-69-2
• Molecular Formula: C22H20O6
• Molecular Weight: 380.3906
• Nikkaji Number: J2.419.076E
• Wikidata: Q104399434
• Metabolomics Workbench ID: 122525
• ChEMBL ID: CHEMBL1170578

Synonyms:GHM-10 cpd;GHM10 cpd;howiinol A

Chemical Property of Howiinol A

Chemical Property:

• Vapor Pressure: 9.16E-14mmHg at 25°C
• Boiling Point: 568.5°C at 760 mmHg
• Flash Point: 199.1°C
• Density: 1.338g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 380.12598835
• Heavy Atom Count: 28
• Complexity: 586

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)OC(C2=CC=CC=C2)C(C3C(C=CC(=O)O3)O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)O[C@H](C2=CC=CC=C2)[C@H]([C@H]3[C@H](C=CC(=O)O3)O)O

Technology Process of Howiinol A

There total 1 articles about Howiinol 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: 74.0%

(R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate (190775-11-2) → (1R,2R)-2-hydroxy-2-((2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenylethyl cinnamate (190848-69-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2010.10.016

Reference yield: 18.0%

(1R,2R)-2-hydroxy-2-((2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenylethyl cinnamate (190848-69-2) + (E)-3-phenylacrylic acid (140-10-3) → (2E,2'E)-((1R,2R)-1-((2R,3S)-3-(cinnamoyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-2-phenylethane-1,2-diyl) bis(3-phenylacrylate) (918872-27-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/np060323u

upstream raw materials:

(R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate

Downstream raw materials:

(2E,2'E)-((1R,2R)-1-((2R,3S)-3-(cinnamoyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-2-phenylethane-1,2-diyl) bis(3-phenylacrylate)

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