1H-Indole-3-acetonitrile, 1-methoxy-

Base Information

• Chemical Name: 1H-Indole-3-acetonitrile, 1-methoxy-
• CAS No.: 30536-48-2
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.21000
• UNII: NBP9TAS7GE
• DSSTox Substance ID: DTXSID00474661
• Nikkaji Number: J677.460A
• Wikidata: Q72515902
• Metabolomics Workbench ID: 49216
• ChEMBL ID: CHEMBL2063296
• Mol file: 30536-48-2.mol

Synonyms:caulilexin C

Chemical Property of 1H-Indole-3-acetonitrile, 1-methoxy-

Chemical Property:

• PSA: 37.95000
• LogP: 1.76578
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

99%, ^*data from raw suppliers

CaulilexinC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CON1C=C(C2=CC=CC=C21)CC#N

Technology Process of 1H-Indole-3-acetonitrile, 1-methoxy-

There total 14 articles about 1H-Indole-3-acetonitrile, 1-methoxy- 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: 53.0%

1-methoxy-3-(2-nitroethyl)indole (98258-85-6) → (1-methoxy-1H-indol-3-yl)acetonitrile (30536-48-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; triethylamine; In dichloromethane; at 80 ℃;

Reference yield: 42.0%

1-methoxyindol-3-yl acetaldoxime → (1-methoxy-1H-indol-3-yl)acetonitrile (30536-48-2)

Guidance literature:

With acetic anhydride; for 1h; Heating;

DOI:10.1016/j.phytochem.2006.05.020

Reference yield:

1-methoxy-3-indolylmethyl glucosinolate (5187-84-8) → N-methoxyindole-3-methanol (110139-35-0) + 3,3’-bis(1-methoxyindolyl)methane (133360-54-0) + 1-methoxybrassinin (105748-60-5) + (1-methoxy-1H-indol-3-yl)acetonitrile (30536-48-2) + (3aS,6S,6aR)-3,3a,6-Trihydroxy-3-(1-methoxy-1H-indol-3-ylmethyl)-tetrahydro-furo[3,2-b]furan-2-one

Guidance literature:

With myrosinase; pH 7 phosphate buffer; at 30 ℃; Product distribution; Mechanism; also glucobrassicin; var. pH, var. conc. of substrate, also in the presence of ascorbic acid or Fe(II) ion;

DOI:10.1021/jf9708498

upstream raw materials:

1-methoxy-3-(2-nitroethyl)indole

2-hydroxyimino-3-(1-methoxy-3-indolyl)propionic acid

1-methoxy-3-indolylmethyl glucosinolate

2,3-dihydro-1H-indole-3-acetonitrile