1H-Indole-3-ethanol,-bta--methyl-,(S)-(9CI)

Base Information

• Chemical Name: 1H-Indole-3-ethanol,-bta--methyl-,(S)-(9CI)
• CAS No.: 98673-42-8
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• Mol file: 98673-42-8.mol

Synonyms:1H-Indole-3-ethanol,-bta--methyl-,(S)-(9CI)

Chemical Property of 1H-Indole-3-ethanol,-bta--methyl-,(S)-(9CI)

Chemical Property:

Purity/Quality:

≥98% ^*data from raw suppliers

(S)-2-(1H-Indol-3-yl)propan-1-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-3-ethanol,-bta--methyl-,(S)-(9CI)

There total 5 articles about 1H-Indole-3-ethanol,-bta--methyl-,(S)-(9CI) 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:

(R)-2,4-dimethyl-pent-3-yl 2-(1H-indol-3-yl)propionate (1322763-71-2) → (2R)-(-)-2-(3-indolyl)-propan-1-ol (10006-92-5,25834-22-4,98673-42-8,1322763-73-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.05.011

Reference yield:

1-(methoxymethyl)-1H-indole (40899-68-1) → (2R)-(-)-2-(3-indolyl)-propan-1-ol (10006-92-5,25834-22-4,98673-42-8,1322763-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Rh₂((S)-PTTEA)4*2EtOAc / dichloromethane / 0.5 h / 23 °C / Inert atmosphere

2: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: sodium hydroxide / tetrahydrofuran; water / 24 h / 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

With [2,2]bipyridinyl; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; Rh₂((S)-PTTEA)4*2EtOAc; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetasy.2011.05.011

Reference yield:

(R)-2,4-dimethyl-pent-3-yl 2-[1-methoxymethyl-1H-indol-3-yl]propionate (1322763-54-1) → (2R)-(-)-2-(3-indolyl)-propan-1-ol (10006-92-5,25834-22-4,98673-42-8,1322763-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran; water / 24 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

With [2,2]bipyridinyl; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetasy.2011.05.011

upstream raw materials:

2-(1H-Indol-3-yl)-propionic acid

1-(methoxymethyl)-1H-indole

(R)-2,4-dimethyl-pent-3-yl 2-[1-methoxymethyl-1H-indol-3-yl]propionate

(R)-2,4-dimethyl-pent-3-yl 2-(1H-indol-3-yl)propionate

Refernces

• 1、 Yoshida, Noriyuki,Sassa, Takeshi. "Synthesis of Acremoauxin A, a New Plant Growth Regulator Produced by Acremonium roseum I 4267". . p. 2681 - 2683. Retrieved 2007/10/02.