1H-INDOLE-1,5-DICARBOXYLIC ACID,2,3-DIHYDRO-,1-(PHENYLMETHYL)ESTER

Base Information

• Chemical Name: 1H-INDOLE-1,5-DICARBOXYLIC ACID,2,3-DIHYDRO-,1-(PHENYLMETHYL)ESTER
• CAS No.: 142165-63-7
• Molecular Formula: C17H15NO4
• Molecular Weight: 297.30500
• Mol file: 142165-63-7.mol

Synonyms:2,3-Dihydro-indole-1,5-dicarboxylic acid 1-benzyl ester;1H-INDOLE-1,5-DICARBOXYLIC ACID,2,3-DIHYDRO-,1-(PHENYLMETHYL)ESTER;

Chemical Property of 1H-INDOLE-1,5-DICARBOXYLIC ACID,2,3-DIHYDRO-,1-(PHENYLMETHYL)ESTER

Chemical Property:

• Boiling Point: 509.4±50.0 °C(Predicted)
• PKA: 4.45±0.20(Predicted)
• PSA: 66.84000
• Density: 1.348±0.06 g/cm3(Predicted)
• LogP: 3.14910

Purity/Quality:

99% ^*data from raw suppliers

1H-INDOLE-1,5-DICARBOXYLICACID,2,3-DIHYDRO-,1-(PHENYLMETHYL)ESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-INDOLE-1,5-DICARBOXYLIC ACID,2,3-DIHYDRO-,1-(PHENYLMETHYL)ESTER

There total 1 articles about 1H-INDOLE-1,5-DICARBOXYLIC ACID,2,3-DIHYDRO-,1-(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: 77.0%

2,3-dihydro-1H-indole-5-formic acid (15861-30-0) + benzyl chloroformate (501-53-1,94274-21-2) → 1-carbobenzoxy-5-carboxyindoline (142165-63-7)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; Ambient temperature;

DOI:10.1248/cpb.44.1332

Reference yield:

dimethyl (RS)-2-aminohexanedioate hydrochloride (5722-17-8) + 1-carbobenzoxy-5-carboxyindoline (142165-63-7) → dimethyl N-(1-carbobenzoxyindolin-5-carbonyl)-L-α-aminoadipate

Guidance literature:

With potassium carbonate; N-methyl-acetamide; In thionyl chloride; dichloromethane;

Reference yield:

1-carbobenzoxy-5-carboxyindoline (142165-63-7) → (S)-2-[(2,3-Dihydro-1H-indole-5-carbonyl)-amino]-4-phenylcarbamoyl-butyric acid methyl ester (142165-84-2)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / dimethylformamide / 1 h

2: aq. K₂CO₃ / CH₂Cl₂ / 10 h / Ambient temperature

3: H₂ / 5percent Pd/C / methanol / Ambient temperature

With thionyl chloride; hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.45.1146

upstream raw materials:

2,3-dihydro-1H-indole-5-formic acid

benzyl chloroformate

Downstream raw materials:

5-Chlorocarbonyl-2,3-dihydro-indole-1-carboxylic acid benzyl ester

(S)-2-[(2,3-Dihydro-1H-indole-5-carbonyl)-amino]-4-phenylcarbamoyl-butyric acid methyl ester

3-{(S)-4-[(2,3-Dihydro-1H-indole-5-carbonyl)-amino]-4-methoxycarbonyl-butyrylamino}-benzoic acid ethyl ester

methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-dimethyl-L-glutaminate