5-Benzyloxy-6-methoxyindole

Base Information

• Chemical Name: 5-Benzyloxy-6-methoxyindole
• CAS No.: 4790-04-9
• Molecular Formula: C16H15 N O2
• Molecular Weight: 253.301
• NSC Number: 92529
• DSSTox Substance ID: DTXSID20293831
• Nikkaji Number: J530.343E
• Wikidata: Q72442359
• Mol file: 4790-04-9.mol

Synonyms:5-Benzyloxy-6-methoxyindole;4790-04-9;5-(Benzyloxy)-6-methoxy-1H-indole;6-methoxy-5-phenylmethoxy-1H-indole;1H-Indole, 6-methoxy-5-(phenylmethoxy)-;6-Methoxy-5-(phenylmethoxy)-1H-indole;5-Benzyloxy-6-methoxy-1H-indole;NSC92529;5_benzyloxy_6_metoxy_indole;SCHEMBL1777085;5-(benzyloxy)-6-methoxy-indole;AMY7388;DTXSID20293831;NSC-92529;AKOS024386246;5-(Benzyloxy)-6-methoxy-1H-indole #;FT-0662897

Chemical Property of 5-Benzyloxy-6-methoxyindole

Chemical Property:

• Vapor Pressure: 3.16E-07mmHg at 25°C
• Melting Point: 93-94°C
• Boiling Point: 430.9°Cat760mmHg
• PKA: 16.85±0.30(Predicted)
• Flash Point: 155.3°C
• PSA: 34.25000
• Density: 1.202g/cm³
• LogP: 3.75550
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

5-Benzyloxy-6-methoxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2C=CNC2=C1)OCC3=CC=CC=C3
• Uses: Reactant for preparation of:CB2 Cannabinoid receptor ligandsPotent antimitotic agentsPotent c-ABL inhibitorsEumelanin pigment precursors

Technology Process of 5-Benzyloxy-6-methoxyindole

There total 2 articles about 5-Benzyloxy-6-methoxyindole 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: 89.0%

ω,2-Dinitro-4-methoxy-5-benzyloxy-styrol (4775-68-2) → 5-benzyloxy-6-methoxy-indole (4790-04-9)

Guidance literature:

With silica gel; iron; In cyclohexane; acetic acid; benzene; for 1h; Heating;

DOI:10.1021/jo00167a045

Reference yield:

→ 5-benzyloxy-6-methoxy-indole (4790-04-9)

Guidance literature:

Oxindol 13, NaBH4, BF3*(C2H5)20;

DOI:10.1016/0040-4020(79)85036-X

Reference yield: 84.0%

5-benzyloxy-6-methoxy-indole (4790-04-9) + benzenesulfonyl chloride (98-09-9) → 5-(benzyloxy)-6-methoxy-1-(phenylsulfonyl)-1H-indole

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water; at 20 ℃;

upstream raw materials:

ω,2-Dinitro-4-methoxy-5-benzyloxy-styrol

Downstream raw materials:

5-benzyloxy-6-methoxyindole-3-carboxaldehyde

N-methyl-5-benzyloxy-6-methoxy-1H-indole

2-(5-(benzyloxy)-6-methoxy-1H-indol-3-yl)acetic acid

N-phenylsulfonyl-5-hydroxy-6-methoxy-1H-indole

Refernces

• 1、 Ito,Tanaka,Kayama. "Studies on the syntheses of indoline derivatives from N-sulfonamides". . p. 1249 - 1255. Retrieved 2007/10/04.