Glycozoline

Base Information

• Chemical Name: Glycozoline
• CAS No.: 5234-30-0
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.263
• Hs Code.: 2933990090
• NSC Number: 94934
• DSSTox Substance ID: DTXSID90200370
• Nikkaji Number: J13.624G
• Wikidata: Q83073468
• ChEMBL ID: CHEMBL2260669
• Mol file: 5234-30-0.mol

Synonyms:glycozoline

Chemical Property of Glycozoline

Chemical Property:

• Vapor Pressure: 2.11E-06mmHg at 25°C
• Boiling Point: 405.1°Cat760mmHg
• Flash Point: 146.7°C
• PSA: 25.02000
• Density: 1.198g/cm³
• LogP: 3.63810
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 211.099714038
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

3-methoxy-6-methyl-9H-Carbazole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC3=C2C=C(C=C3)OC

Technology Process of Glycozoline

There total 69 articles about Glycozoline 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: 100.0%

1-(3-methoxy-6-methyl-9H-carbazol-9-yl)ethanone (1262021-37-3) → glycozoline (5234-30-0)

Guidance literature:

With water; potassium hydroxide; In methanol; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.015

Reference yield: 98.0%

3-methoxy-6-methyl-9-(phenylsulfonyl)-9H-carbazole (1360569-96-5) → glycozoline (5234-30-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene; at 100 ℃; for 4h;

DOI:10.1002/anie.201106150

Reference yield: 96.0%

9-benzyl-3-methoxy-6-methyl-9H-carbazole → glycozoline (5234-30-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.8b01827

upstream raw materials:

diazomethane

3-methyl-6-hydroxycarbazol

6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one

1-hydroxy-6-methoxy-3-methyl-9H-carbazole

Downstream raw materials:

3-methyl-6-hydroxycarbazol

Refernces

• 1、 Carruthers. "". . p. 272. Retrieved 1966.
• 2、 Faltracco, Matteo,Ortega-Rosales, Said,Janssen, Elwin,Cioc, Rǎzvan C.,Vande Velde, Christophe M. L.,Ruijter, Eelco. "Synthesis of Carbazoles by a Diverted Bischler-Napieralski Cascade Reaction". supporting information. p. 3100 - 3104. Retrieved 2021/05/05.
• 3、 Bhatthula, Bharath kumar goud,Kanchani, Janardhan reddy,Arava, Veera reddy,Subha. "Total synthesis of carbazole alkaloids". . p. 874 - 887. Retrieved 2019/01/11.