Tert-butyl 1h-indol-3-ylacetate

Base Information

• Chemical Name: Tert-butyl 1h-indol-3-ylacetate
• CAS No.: 551-41-7
• Molecular Formula: C14H17 N O2
• Molecular Weight: 231.294
• NSC Number: 96343
• DSSTox Substance ID: DTXSID90294395
• Wikidata: Q82033690
• Mol file: 551-41-7.mol

Synonyms:551-41-7;tert-butyl 1h-indol-3-ylacetate;NSC96343;SCHEMBL361061;DTXSID90294395;NSC-96343;AKOS018718872

Chemical Property of Tert-butyl 1h-indol-3-ylacetate

Chemical Property:

• Vapor Pressure: 1.57E-05mmHg at 25°C
• Boiling Point: 365.4°Cat760mmHg
• Flash Point: 174.8°C
• Density: 1.132g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC1=CNC2=CC=CC=C21

Technology Process of Tert-butyl 1h-indol-3-ylacetate

There total 4 articles about Tert-butyl 1h-indol-3-ylacetate 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: 75.0%

C14H15NO2(2-) → tert-butyl 2-(1H-indol-3-yl)acetate (551-41-7)

Guidance literature:

With iron(III) tris(2,2,6,6-tetramethyl-3,5-heptanedionate); phenylsilane; In 1,2-dichloro-ethane; isopropyl alcohol; at 35 ℃; for 2h;

DOI:10.1039/d1sc03058b

Reference yield: 64.0%

indole (120-72-9) + acetic acid tert-butyl ester (540-88-5) → tert-butyl 2-(1H-indol-3-yl)acetate (551-41-7)

Guidance literature:

indole; acetic acid tert-butyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; benzene; at -78 ℃; for 0.5h;

With copper(II) 2-ethylhexenoate; In tetrahydrofuran; hexane; at -78 ℃; for 12h;

DOI:10.1021/ja047874w

Reference yield: 30.3%

indole-3-acetic acid (87-51-4) + tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) → tert-butyl 2-(1H-indol-3-yl)acetate (551-41-7)

Guidance literature:

In tetrahydrofuran; dichloromethane; at 20 ℃; for 18h;

upstream raw materials:

indole

acetic acid tert-butyl ester

indole-3-acetic acid

N,N-dimethylformamide di-tert-butyl acetal

Refernces

• 1、 -. "MACROCYCLIC INHIBITORS OF THE PD-1/PD-L1 AND CD80/PD-L1 PROTEIN/PROTEIN INTERACTIONS". Page/Page column 136; 137. . Retrieved 2017/11/04.
• 2、 Ludwig, Joachim,Bovens, Stefanie,Brauch, Carsten,Elfringhoff, Alwine Schulze,Lehr, Matthias. "Design and synthesis of 1-indol-1-yl-propan-2-ones as inhibitors of human cytosolic phospholipase A2α". . p. 2611 - 2620. Retrieved 2007/10/03.