4-(benzyloxy)-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 4-(benzyloxy)-1H-indole-2-carboxylic acid
• CAS No.: 39731-09-4
• Molecular Formula: C16H13 N O3
• Molecular Weight: 267.284
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID60370751
• Nikkaji Number: J377.459G
• Wikidata: Q82157904
• Pharos Ligand ID: RGHPFMNBQVVR
• ChEMBL ID: CHEMBL23399
• Mol file: 39731-09-4.mol

Synonyms:39731-09-4;4-(benzyloxy)-1H-indole-2-carboxylic acid;4-Benzyloxyindole-2-carboxylic acid;4-phenylmethoxy-1H-indole-2-carboxylic Acid;4-Benzyloxy-1H-indole-2-carboxylic acid;CHEMBL23399;SCHEMBL914722;DTXSID60370751;GSXFWBDVTDHJFZ-UHFFFAOYSA-N;4-benzyloxyindol-2-carboxylic acid;BBL005426;BDBM50009101;MFCD00210392;STK893301;AKOS000278232;NCGC00338774-01;VS-01579;4-(benzyloxy)-1H-indole-2-carboxylicacid;BB 0239518;CS-0207183;EN300-98273;B-1945;AB01331108-02;Z1318217013

Chemical Property of 4-(benzyloxy)-1H-indole-2-carboxylic acid

Chemical Property:

• PSA: 62.32000
• LogP: 3.44510
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 267.08954328
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

98%Min ^*data from raw suppliers

4-Benzyloxyindole-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC3=C2C=C(N3)C(=O)O

Technology Process of 4-(benzyloxy)-1H-indole-2-carboxylic acid

There total 8 articles about 4-(benzyloxy)-1H-indole-2-carboxylic 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: 79.0%

4-benzyloxy-1H-indole-2-carboxylic acid ethyl ester (27737-55-9) → 4-benzyloxylindole-2-carboxylic acid (39731-09-4)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.25h; Heating;

DOI:10.1021/jm00108a007

Reference yield:

1H-indol-4-ol (2380-94-1) + 4-(oxiranylmethoxy)-1H-indole (35308-87-3) → 4-benzyloxylindole-2-carboxylic acid (39731-09-4) + 4-(2,3-epoxypropoxy)-1H-indol-2-carbonitrile (73907-82-1)

Guidance literature:

1-methyl-piperazine; In epichlorohydrin;

Reference yield:

(Z)-ethyl 2-azido-3-(2-(benzyloxy)phenyl)acrylate (95264-30-5) → 4-benzyloxylindole-2-carboxylic acid (39731-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 3 h / Heating

2: 79 percent / 50percent aq. NaOH / ethanol / 0.25 h / Heating

With sodium hydroxide; In ethanol; toluene;

DOI:10.1021/jm00108a007

upstream raw materials:

2-benzyloxy-6-nitrotoluene

oxalic acid diethyl ester

4-benzyloxy-1H-indole-2-carboxylic acid ethyl ester

(Z)-ethyl 2-azido-3-(2-(benzyloxy)phenyl)acrylate

Downstream raw materials:

4-benzyloxy-1H-indole

4-phenylmethoxy-2-methylethyloxycarbonyl-1H-indole

4-Benzyloxy-1H-indole-2-carbonyl chloride

4-hydroxy-1H-indole-2-carboxylic acid