5-Methoxy-2,3,4,9-tetrahydro-1h-carbazole

Base Information

• Chemical Name: 5-Methoxy-2,3,4,9-tetrahydro-1h-carbazole
• CAS No.: 68962-14-1
• Molecular Formula: C13H15NO
• Molecular Weight: 201.2643
• DSSTox Substance ID: DTXSID00507882
• Wikidata: Q82364427
• Mol file: 68962-14-1.mol

Synonyms:68962-14-1;1,2,3,4-Tetrahydro-5-methoxycarbazole;5-methoxy-2,3,4,9-tetrahydro-1h-carbazole;SCHEMBL4101907;DTXSID00507882;FT-0675028

Chemical Property of 5-Methoxy-2,3,4,9-tetrahydro-1h-carbazole

Chemical Property:

• Melting Point: 126-127 °C
• Boiling Point: 364.4±37.0 °C(Predicted)
• PKA: 18.07±0.20(Predicted)
• PSA: 25.02000
• Density: 1.165±0.06 g/cm3(Predicted)
• LogP: 3.05530
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

95% ^*data from raw suppliers

1,2,3,4-Tetrahydro-5-methoxycarbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C3=C(N2)CCCC3
• Uses: 1,2,3,4-Tetrahydro-5-methoxycarbazole is used in the synthesis of C-15 Vindoline analogues. Used in the synthesis of C-15 Vindoline analogues. A carbazole derivative as potassium channel blocker for ophthalmic compositions for treating ocular hypertension.

Technology Process of 5-Methoxy-2,3,4,9-tetrahydro-1h-carbazole

There total 8 articles about 5-Methoxy-2,3,4,9-tetrahydro-1h-carbazole 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: 72.0%

1,2,3,4,4a,9a-hexahydro-5-methoxycarbazole (93830-99-0) → 1,2,3,4-tetrahydro-5-methoxycarbazole (68962-14-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undecane-4-ene; tert-butylhypochlorite; In diethyl ether; 1.) 0 deg C, 5 min, 2.) dimethylformamide, RT, 30 min;

Reference yield: 43.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + tert-butyl 1-(3-methoxyphenyl)hydrazinecarboxylate (380383-81-3) → 1,2,3,4-tetrahydro-5-methoxycarbazole (68962-14-1) + 7-methoxy-2,3,4,9-tetrahydro-1H-carbazole (3382-43-2)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 2h; Heating;

DOI:10.1021/jo061243y

Reference yield: 8.0%

1,2,3,4,4a,9a-hexahydro-5-methoxycarbazole (93830-99-0) → 1,2,3,4-tetrahydro-5-methoxycarbazole (68962-14-1) + 4-methoxy-2-oxoindoline-3-spirocyclopentane (93831-00-6)

Guidance literature:

With N-chloro-succinimide; triethylamine; In dichloromethane; Ambient temperature;

upstream raw materials:

8-chloro-5-methoxy-1,2,3,4-tetrahydro-carbazole

cyclohexanone

(3-methoxyphenyl)hydrazine

1,2,3,4,4a,9a-hexahydro-5-methoxycarbazole