Tert-butyl 2-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate
• CAS No.: 172226-77-6
• Molecular Formula: C17H21 N O4
• Molecular Weight: 303.35
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID50697545
• Wikidata: Q82627469
• Mol file: 172226-77-6.mol

Synonyms:172226-77-6;TERT-BUTYL 2-(2-ETHOXY-2-OXOETHYL)-1H-INDOLE-1-CARBOXYLATE;TERT-BUTYL 2-(2-ETHOXY-2-OXOETHYL)INDOLE-1-CARBOXYLATE;2-ethoxycarbonylmethyl-indole-1-carboxylic acid tert-butyl ester;tert-butyl 2-((ethoxycarbonyl)methyl)-1H-indole-1-carboxylate;SCHEMBL1466287;DTXSID50697545;D87950;TERT-BUTYL2-(2-ETHOXY-2-OXOETHYL)-1H-INDOLE-1-CARBOXYLATE

Chemical Property of Tert-butyl 2-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

Chemical Property:

• PSA: 57.53000
• LogP: 3.53010
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 303.14705815
• Heavy Atom Count: 22
• Complexity: 415

Purity/Quality:

95+% ^*data from raw suppliers

TERT-BUTYL2-(2-ETHOXY-2-OXOETHYL)-1H-INDOLE-1-CARBOXYLATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC2=CC=CC=C2N1C(=O)OC(C)(C)C

Technology Process of Tert-butyl 2-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

There total 8 articles about Tert-butyl 2-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate 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: 100.0%

ethyl 2-(1H-indol-2-yl)acetate (33588-64-6) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-((ethoxycarbonyl)methyl)-1H-indole-1-carboxylate (172226-77-6)

Guidance literature:

With dmap; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1039/a800278i

Reference yield: 91.0%

ethyl 2-(1H-indol-2-yl)acetate (33588-64-6) + tert-butyldicarbonate (34619-03-9) → tert-butyl 2-((ethoxycarbonyl)methyl)-1H-indole-1-carboxylate (172226-77-6)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 60.0%

diazoacetic acid ethyl ester (623-73-4) + indole-1-carboxylic acid tert-butyl ester (75400-67-8) → tert-butyl 2-((ethoxycarbonyl)methyl)-1H-indole-1-carboxylate (172226-77-6)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; 4-methoxy-N,N-dimethylanilne; In methanol; dichloromethane; water; for 6h; regioselective reaction; Kinetics; Sealed tube; Irradiation; Cooling with ice;

DOI:10.1021/acs.orglett.9b02612

upstream raw materials:

ethyl 2-(1H-indol-2-yl)acetate

di-tert-butyl dicarbonate

2-Aminobenzyl alcohol

(2-aminobenzyl)triphenylphosphonium bromide

Downstream raw materials:

tert-butyl 2-(2-(ethoxycarbonyl)propan-2-yl)-1H-indole-1-carboxylate