Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)acetate

Base Information

• Chemical Name: Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)acetate
• CAS No.: 5599-44-0
• Molecular Formula: C18H17 N O3
• Molecular Weight: 295.338
• DSSTox Substance ID: DTXSID20476809
• Wikidata: Q82308661
• Mol file: 5599-44-0.mol

Synonyms:5599-44-0;5-benzyloxyindole-3-acetic acid methyl ester;Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)acetate;Methyl 5-(Benzyloxy)indole-3-acetate;methyl 2-(5-phenylmethoxy-1H-indol-3-yl)acetate;methyl 2-[5-(benzyloxy)-1H-indol-3-yl]acetate;Methyl 5-benzyloxyindole-3-acetate;METHYL5-BENZYLOXYINDOLE-3-ACETATE;SCHEMBL853597;DTXSID20476809;AC6354;MFCD00047182;AKOS015900314;SY058568;FT-0620047;B-1760;Methyl [5-(benzyloxy)-1H-indol-3-yl]acetate;Methyl2-(5-(benzyloxy)-1H-indol-3-yl)acetate;A913760

Chemical Property of Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)acetate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 69 °C ± 1 °C
• Boiling Point: 480.8 °C at 760 mmHg
• PKA: 16.29±0.30(Predicted)
• Flash Point: 244.6 °C
• PSA: 51.32000
• Density: 1.233 g/cm³
• LogP: 3.46240
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 295.12084340
• Heavy Atom Count: 22
• Complexity: 367

Purity/Quality:

97% ^*data from raw suppliers

5-Benzyloxyindole-3-aceticacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CNC2=C1C=C(C=C2)OCC3=CC=CC=C3

Technology Process of Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)acetate

There total 4 articles about Methyl 2-(5-(benzyloxy)-1H-indol-3-yl)acetate 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: 96.0%

2-(5-benzyloxy-1H-indol-3-yl)acetic acid (4382-53-0) → methyl (5-benzyloxy-1H-indol-3-yl)acetate (5599-44-0)

Guidance literature:

With sulfuric acid; In methanol; for 3h; Reflux;

Reference yield:

NSC 73391 (2436-15-9) → methyl (5-benzyloxy-1H-indol-3-yl)acetate (5599-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 20percent KOH / H₂O / 5 h / Heating

2: 10 N HCl / 2 h / Heating

With hydrogenchloride; In water;

DOI:10.1021/jo020543m

Reference yield:

methanol (67-56-1) + 2-(5-benzyloxy-1H-indol-3-yl)acetic acid (4382-53-0) → methyl (5-benzyloxy-1H-indol-3-yl)acetate (5599-44-0)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1021/jo020543m

upstream raw materials:

methanol

2-(5-benzyloxy-1H-indol-3-yl)acetic acid

NSC 73391

Downstream raw materials:

dimethyl 2-(5-benzyloxy-1-carbomethoxy-1H-indol-3-yl)malonate

[2-(5-benzyloxy-indol-3-yl)-ethyl]-methyl-amine

(5-benzyloxy-indol-3-yl)-acetic acid methylamide

(5-benzyloxy-indol-3-yl)-acetic acid hydrazide