O-acetyl-5-methoxytryptophenol

Base Information

• Chemical Name: O-acetyl-5-methoxytryptophenol
• CAS No.: 6127-51-1
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• Hs Code.: 2933990090
• Mol file: 6127-51-1.mol

Synonyms:1H-Indole-3-ethanol,5-methoxy-, acetate (ester) (9CI); Indole-3-ethanol, 5-methoxy-, acetate (7CI);Indole-3-ethanol, 5-methoxy-, acetate (ester) (8CI);O-Acetyl-5-methoxytryptophol

Chemical Property of O-acetyl-5-methoxytryptophenol

Chemical Property:

• Vapor Pressure: 1.36E-06mmHg at 25°C
• Boiling Point: 399.5°C at 760 mmHg
• Flash Point: 195.4°C
• PSA: 105.20000
• Density: 1.195g/cm³
• LogP: 0.32710

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-acetyl-5-methoxytryptophenol

There total 3 articles about O-acetyl-5-methoxytryptophenol 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: 83.0%

5-methoxytryptophol (712-09-4) + acetic anhydride (108-24-7) → 2-(5-methoxy-1H-indol-3-yl)ethyl acetate (6127-51-1)

Guidance literature:

In pyridine; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2014.05.068

Reference yield:

5-methoxylindole (1006-94-6) → 2-(5-methoxy-1H-indol-3-yl)ethyl acetate (6127-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 2 h / 0 - 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 0 °C / Inert atmosphere; Reflux

3: pyridine / 16 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; In tetrahydrofuran; pyridine; diethyl ether;

DOI:10.1016/j.tet.2014.05.068

Reference yield:

(5-methoxy-1H-indol-3-yl)oxoacetyl chloride (2426-19-9) → 2-(5-methoxy-1H-indol-3-yl)ethyl acetate (6127-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 0 °C / Inert atmosphere; Reflux

2: pyridine / 16 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; In tetrahydrofuran; pyridine;

DOI:10.1016/j.tet.2014.05.068

upstream raw materials:

5-methoxylindole

(5-methoxy-1H-indol-3-yl)oxoacetyl chloride

5-methoxytryptophol

acetic anhydride

Downstream raw materials:

tert-butyl 3-(2-hydroxyethyl)-5-methoxy-1H-indole-1-carboxylate

Refernces