1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, methyl ester, (2S)-

Base Information

• Chemical Name: 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, methyl ester, (2S)-
• CAS No.: 110592-39-7
• Molecular Formula: C12H13NO3
• Molecular Weight: 219.24
• Mol file: 110592-39-7.mol

Synonyms:

Chemical Property of 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, methyl ester, (2S)-

Chemical Property:

• Boiling Point: 403.7±38.0 °C(Predicted)
• PKA: -0.96±0.40(Predicted)
• PSA: 46.61000
• Density: 1.228±0.06 g/cm3(Predicted)
• LogP: 1.20220

Purity/Quality:

NLT 98% ^*data from raw suppliers

(2S)-1-Acetyl-2,3-eihydro-1H-indole-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, methyl ester, (2S)-

There total 20 articles about 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, methyl ester, (2S)- 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: 98.0%

(S)-methyl 2-acetamido-3-(2-bromophenyl)propanoate (194724-02-2) → (S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester (110592-39-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; caesium carbonate; tris-(o-tolyl)phosphine; In toluene; at 100 ℃; for 15h;

DOI:10.1021/ja971583o

Reference yield: 86.0%

(S)-indoline-2-carboxylic acid methyl ester hydrochloride + acetic anhydride (108-24-7) → (S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester (110592-39-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2006.01.016

Reference yield: 85.0%

acetic anhydride (108-24-7) + (S)-indoline-2-carboxylic acid methyl ester (141410-06-2) → (S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester (110592-39-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/acs.joc.1c00184

upstream raw materials:

N-acetyl-indoline-2-carboxylic acid methyl ester

(S)-methyl 2-acetamido-3-(2-bromophenyl)propanoate

methyl 1-acetyl-1H-indole-2-carboxylate

acetic anhydride

Downstream raw materials:

(S)-indoline-2-carboxylic acid

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Perindopril

perindopril tert-butylamine

Refernces

• 1、 Pollastrini, Matteo,Lipparini, Filippo,Pasquinelli, Luca,Balzano, Federica,Barretta, Gloria Uccello,Pescitelli, Gennaro,Angelici, Gaetano. "A Proline Mimetic for the Design of New Stable Secondary Structures: Solvent-Dependent Amide Bond Isomerization of (S)-Indoline-2-carboxylic Acid Derivatives". . p. 7946 - 7954. Retrieved 2021.
• 2、 -. "Of enantiomerically enriched indoline - 2 - formic acid". . . Retrieved 2017/09/01.