5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE

Base Information

• Chemical Name: 5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE
• CAS No.: 22424-62-0
• Molecular Formula: C17H14N2O3
• Molecular Weight: 294.31
• Hs Code.: 2924299090
• Mol file: 22424-62-0.mol

Synonyms:Indole-3-glyoxylamide,5-(benzyloxy)- (6CI,8CI);[5-(Benzyloxy)indol-3-yl]glyoxylamide;

Chemical Property of 5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE

Chemical Property:

• Melting Point: 274-276 °C(Solv: methanol (67-56-1))
• Boiling Point: 558.2 °C at 760 mmHg
• PKA: 12.86±0.50(Predicted)
• Flash Point: 291.4 °C
• PSA: 85.18000
• Density: 1.344 g/cm³
• LogP: 3.11520
• Solubility.: Dimethyl Sulfoxide, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

5-(Benzyloxy)indole-3-glyoxylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the preparation of hydroxyindolylglyoxylic acid amides and Serotonin derivatives.

Technology Process of 5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE

There total 3 articles about 5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE 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:

2-[5-(benzyloxy)-1H-indol-3-yl]-2-oxoacetyl chloride (22424-61-9) → (5-benzyloxy-indol-3-yl)-glyoxylic acid amide (22424-62-0)

Guidance literature:

With ammonium hydroxide;

Reference yield:

5-benzyloxy-1H-indole (1215-59-4) → (5-benzyloxy-indol-3-yl)-glyoxylic acid amide (22424-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / Heating

2: NH₃ / dioxane

With ammonia; In 1,4-dioxane; diethyl ether;

DOI:10.1021/ol026729p

Reference yield:

→ (5-benzyloxy-indol-3-yl)-glyoxylic acid amide (22424-62-0)

Guidance literature:

Entspr. Saeurechlorid, NH3;

DOI:10.1002/bms.1200030310

upstream raw materials:

2-[5-(benzyloxy)-1H-indol-3-yl]-2-oxoacetyl chloride

5-benzyloxy-1H-indole

Downstream raw materials:

5-benzyloxytryptamine

serotonin-α,α,β,β-d4

3-(2-aminoethyl)-1H-indol-5-ol

Refernces

• 1、 Wu, Tom Y. H.,Schulte, Peter G.. "A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and β-carbolines". . p. 4033 - 4035. Retrieved 2007/10/03.