(3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid

Base Information

• Chemical Name: (3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid
• CAS No.: 664366-04-5
• Molecular Formula: C16H14O5
• Molecular Weight: 286.27900
• DSSTox Substance ID: DTXSID801175121
• Mol file: 664366-04-5.mol

Synonyms:664366-04-5;(3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid;2-(3,5,9-trimethyl-7-oxofuro[3,2-g]chromen-6-yl)acetic acid;2-(3,5,9-Trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid;(3,5,9-Trimethyl-7-oxo-7H-furo[3,2-g]-chromen-6-yl)acetic acid;2-{3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl}acetic acid;DTXSID801175121;BBL030068;MFCD03661961;STL372134;AKOS005174922;VS-09591;CS-0245313;EN300-302992;SR-01000149063;SR-01000149063-1;2-(3,5,9-Trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)aceticacid;3,5,9-Trimethyl-7-oxo-7H-furo[3,2-g][1]benzopyran-6-acetic acid

Chemical Property of (3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid

Chemical Property:

• Melting Point: 274 - 275 °C (propan-2-ol)
• PSA: 80.65000
• LogP: 3.09150
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 286.08412354
• Heavy Atom Count: 21
• Complexity: 509

Purity/Quality:

97% ^*data from raw suppliers

(3,5,9-Trimethyl-7-oxo-7H-furo[3,2-g]-chromen-6-yl)acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=COC2=C(C3=C(C=C12)C(=C(C(=O)O3)CC(=O)O)C)C

Technology Process of (3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid

There total 4 articles about (3,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetic acid 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: 93.0%

methyl 2-[4,8-dimethyl-7-(2-oxopropoxy)-2-oxo-2H-3-chromenyl]acetate (664365-84-8) → (3',5',9'-trimethyl-7'-oxo-7H-furo[3,2-g][1]benzopyran-6'-yl)acetic acid (664366-04-5)

Guidance literature:

methyl 2-[4,8-dimethyl-7-(2-oxopropoxy)-2-oxo-2H-3-chromenyl]acetate; With sodium hydroxide; In isopropyl alcohol; for 3h; Heating;

With sulfuric acid; In isopropyl alcohol;

DOI:10.1023/A:1025466317733

Reference yield:

methyl 2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetate (433703-81-2) → (3',5',9'-trimethyl-7'-oxo-7H-furo[3,2-g][1]benzopyran-6'-yl)acetic acid (664366-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / K₂CO₃ / acetone / 50 - 56 °C

2.1: aq. NaOH / propan-2-ol / 3 h / Heating

2.2: 93 percent / aq. H₂SO₄ / propan-2-ol

With sodium hydroxide; potassium carbonate; In isopropyl alcohol; acetone; 1.1: Williamson reaction;

DOI:10.1023/A:1025466317733

Reference yield:

dimethyl 2-acetylsuccinate (10420-33-4) → (3',5',9'-trimethyl-7'-oxo-7H-furo[3,2-g][1]benzopyran-6'-yl)acetic acid (664366-04-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 67 percent / HCl / methanol / 0 °C

2.1: 84 percent / K₂CO₃ / acetone / 50 - 56 °C

3.1: aq. NaOH / propan-2-ol / 3 h / Heating

3.2: 93 percent / aq. H₂SO₄ / propan-2-ol

With hydrogenchloride; sodium hydroxide; potassium carbonate; In methanol; isopropyl alcohol; acetone; 1.1: Pechmann condensation / 2.1: Williamson reaction;

DOI:10.1023/A:1025466317733

upstream raw materials:

methyl 2-[4,8-dimethyl-7-(2-oxopropoxy)-2-oxo-2H-3-chromenyl]acetate

methyl 2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetate

dimethyl 2-acetylsuccinate

2-methylbenzene-1,3-diol

Downstream raw materials:

3,4,8,4'-tetramethylpsoralen

C₂₃H₂₀ClNO₄