1H-Furo[3,4-b]indole-1,3(4H)-dione, 4-(phenylmethyl)-

Base Information

• Chemical Name: 1H-Furo[3,4-b]indole-1,3(4H)-dione, 4-(phenylmethyl)-
• CAS No.: 151054-77-2
• Molecular Formula: C17H11NO3
• Molecular Weight: 277.279
• DSSTox Substance ID: DTXSID60455931
• Nikkaji Number: J853.932D,J778.339F
• Mol file: 151054-77-2.mol

Synonyms:151054-77-2;1H-Furo[3,4-b]indole-1,3(4H)-dione, 4-(phenylmethyl)-;1-benzylindole-2,3-dicarboxylic anhydride;DTXSID60455931;1-Benzyl-1H-indole-2,3-dicarboxylic anhydride;4-Benzyl-1H-furo[3,4-b]indole-1,3(4H)-dione

Chemical Property of 1H-Furo[3,4-b]indole-1,3(4H)-dione, 4-(phenylmethyl)-

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 277.07389321
• Heavy Atom Count: 21
• Complexity: 443

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C3=CC=CC=C3C4=C2C(=O)OC4=O

Technology Process of 1H-Furo[3,4-b]indole-1,3(4H)-dione, 4-(phenylmethyl)-

There total 3 articles about 1H-Furo[3,4-b]indole-1,3(4H)-dione, 4-(phenylmethyl)- 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: 78.0%

1-benzyl-indole-2,3-dicarboxylic acid (121195-60-6) → 1-benzylindole-2,3-dicarboxylic anhydride (151054-77-2)

Guidance literature:

With trifluoroacetic anhydride; In dichloromethane; for 2h; Heating;

DOI:10.3987/COM-97-7806

Reference yield:

1H-indole-2,3-dicarboxylic acid dimethyl ester (54781-93-0) → 1-benzylindole-2,3-dicarboxylic anhydride (151054-77-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / 1.) 4N KOH, 2.) 10percent HCl / H₂O; methanol / 2 h / 70 °C

2: 87 percent / 1.) 60percent NaH, 2.) conc. HCl / dimethylformamide / 0 deg C to RT, 1 h

3: 78 percent / trifluoroacetic anhydride / CH₂Cl₂ / 2 h / Heating

With hydrogenchloride; potassium hydroxide; sodium hydride; trifluoroacetic anhydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3987/COM-97-7806

Reference yield:

indole-2,3-dicarboxylic acid (103030-09-7) → 1-benzylindole-2,3-dicarboxylic anhydride (151054-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 1.) 60percent NaH, 2.) conc. HCl / dimethylformamide / 0 deg C to RT, 1 h

2: 78 percent / trifluoroacetic anhydride / CH₂Cl₂ / 2 h / Heating

With hydrogenchloride; sodium hydride; trifluoroacetic anhydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/COM-97-7806

upstream raw materials:

1-benzyl-indole-2,3-dicarboxylic acid

1H-indole-2,3-dicarboxylic acid dimethyl ester

indole-2,3-dicarboxylic acid

Downstream raw materials:

1-benzyl-2-(3-bromoisonicotinoyl)indole-3-carboxylic acid

1-Benzyl-2-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-1H-indole-3-carboxylic acid

1-Benzyl-2-[2-ethoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-1H-indole-3-carboxylic acid

1-benzyl-2-(3-bromoisonicotinoyl)indole