1H-Indole-1-carboxylic acid, phenylmethyl ester

Base Information

• Chemical Name: 1H-Indole-1-carboxylic acid, phenylmethyl ester
• CAS No.: 109241-98-7
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• DSSTox Substance ID: DTXSID30431227
• Nikkaji Number: J463.386E
• Wikidata: Q82245061
• Mol file: 109241-98-7.mol

Synonyms:109241-98-7;Benzyl 1H-indole-1-carboxylate;1H-Indole-1-carboxylic acid, phenylmethyl ester;SCHEMBL7162130;DTXSID30431227;1H-Indole-1-carboxylic acid benzyl ester

Chemical Property of 1H-Indole-1-carboxylic acid, phenylmethyl ester

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)N2C=CC3=CC=CC=C32

Technology Process of 1H-Indole-1-carboxylic acid, phenylmethyl ester

There total 14 articles about 1H-Indole-1-carboxylic acid, phenylmethyl ester 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: 92.0%

indole (120-72-9) + N-benzyloxycarbonylimidazole (22129-07-3) → 1H-indole-1-carboxylic acid benzyl ester (109241-98-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201203976

Reference yield: 86.0%

allyl-(2-vinyl-phenyl)-carbamic acid benzyl ester (894810-57-2) → 1H-indole-1-carboxylic acid benzyl ester (109241-98-7)

Guidance literature:

allyl-(2-vinyl-phenyl)-carbamic acid benzyl ester; With trimethylsiloxyethene; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 1.5h; Heating;

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In benzene; for 16h; Heating;

DOI:10.1021/jo060308u

Reference yield: 84.0%

O-benzyl carbamate (621-84-1) + 1-bromo-2-[(Z)-2-bromoethenyl]benzene (153140-75-1) → 1H-indole-1-carboxylic acid benzyl ester (109241-98-7)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1039/b817254d

upstream raw materials:

indole-1-carboxylic acid anhydride

sodium phenyl-methanolate

allyl-(2-vinyl-phenyl)-carbamic acid benzyl ester

2-vinylaniline

Downstream raw materials:

(3aS,3bS,8aS,8bR)-2,3,3a,3b,8a,8b-Hexahydro-1H-8-aza-cyclopenta[3,4]cyclobuta[1,2-a]indene-8-carboxylic acid benzyl ester

(3aR,3bS,8aS,8bS)-2,3,3a,3b,8a,8b-Hexahydro-1H-8-aza-cyclopenta[3,4]cyclobuta[1,2-a]indene-8-carboxylic acid benzyl ester

indole

3-benzyl-1H-indole