1H-INDOLE-1-ACETIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL ESTER

Base Information

• Chemical Name: 1H-INDOLE-1-ACETIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL ESTER
• CAS No.: 363590-49-2
• Molecular Formula: C15H17NO3
• Molecular Weight: 259.3
• Mol file: 363590-49-2.mol

Synonyms:1H-INDOLE-1-ACETIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL ESTER

Chemical Property of 1H-INDOLE-1-ACETIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL ESTER

Chemical Property:

• PSA: 48.30000
• LogP: 2.79550

Purity/Quality:

99% ^*data from raw suppliers

3-FORMYL-1H-INDOLE-1-ACETIC ACID-1,1-DIMETHYLETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-INDOLE-1-ACETIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL ESTER

There total 3 articles about 1H-INDOLE-1-ACETIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL 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-3-carboxaldehyde (487-89-8,1228547-52-1) → 2-(3-formyl-1H-indol-1-yl)acetic acid tert-butyl ester (363590-49-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.3184/174751912X13501278349974

Reference yield: 67.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + bromoacetic acid tert-butyl ester (5292-43-3) → 2-(3-formyl-1H-indol-1-yl)acetic acid tert-butyl ester (363590-49-2)

Guidance literature:

Indole-3-carboxaldehyde; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield:

indole (120-72-9) → 2-(3-formyl-1H-indol-1-yl)acetic acid tert-butyl ester (363590-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 0 - 5 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With potassium carbonate; trichlorophosphate; In N,N-dimethyl-formamide; 1: |Vilsmeier Reaction;

DOI:10.3184/174751912X13501278349974

upstream raw materials:

indole

Indole-3-carboxaldehyde

bromoacetic acid tert-butyl ester

Downstream raw materials:

C₃₁H₃₁N₅O₃S

4-{4-[[1-(2-tert-butoxy-2-oxoethyl)-1H-indol-3-yl]methylene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzoic acid

tert-butyl 2-{3-[(1-(4-chlorophenyl)-5-oxo-3-phenyl-1H-pyrazol-4(5H)-ylidene)methyl]-1H-indol-1-yl}acetate

3-formyl-indole-1-yl-acetic acid