1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone

Base Information

• Chemical Name: 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone
• CAS No.: 153391-00-5
• Molecular Formula: C₂₄H₂₁NO₂
• Molecular Weight: 355.436
• Mol file: 153391-00-5.mol

Synonyms:1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone

Chemical Property of 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone

There total 4 articles about 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone 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:

(S)-indoline-2-carboxylic acid (79815-20-6,78348-24-0) → 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone (153391-00-5)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / CH₂Cl₂ / 0.5 h / ice cooling

2: CH₂Cl₂ / 1 h / Heating

3: DCC / tetrahydrofuran / 4 h / 0 °C

4: tetrahydrofuran / 4 h / 0 °C

5: Et₃N / CH₂Cl₂

With thionyl chloride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/poc.828

Reference yield:

(S)-indoline-2-carboxylic acid methyl ester (141410-06-2) → 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone (153391-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / tetrahydrofuran / 4 h / 0 °C

2: tetrahydrofuran / 4 h / 0 °C

3: Et₃N / CH₂Cl₂

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/poc.828

Reference yield:

(S)-N-formylindoline-2-carboxylic acid methyl ester → 1-[(S)-2-(Hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-propenone (153391-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h / 0 °C

2: Et₃N / CH₂Cl₂

With triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/poc.828

upstream raw materials:

(S)-indoline-2-carboxylic acid

(S)-indoline-2-carboxylic acid methyl ester

Downstream raw materials:

(1R,2R,4R)-Bicyclo[2.2.1]hept-5-en-2-yl-[(S)-2-(hydroxy-diphenyl-methyl)-2,3-dihydro-indol-1-yl]-methanone