methyl 2,3-di-O-benzoyl-4,6-bis-O-(methylsulfonyl)hexopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-4,6-bis-O-(methylsulfonyl)hexopyranoside
• CAS No.: 5181-74-8
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.268
• Mol file: 5181-74-8.mol

Synonyms:Quinoline,2-isopropyl-8-methoxy- (7CI,8CI); 8-Methoxy-2-isopropylquinoline

Chemical Property of methyl 2,3-di-O-benzoyl-4,6-bis-O-(methylsulfonyl)hexopyranoside

Chemical Property:

• Vapor Pressure: 1.28E-21mmHg at 25°C
• Boiling Point: 737.6°Cat760mmHg
• Flash Point: 399.9°C
• Density: 1.46g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 2,3-di-O-benzoyl-4,6-bis-O-(methylsulfonyl)hexopyranoside

There total 3 articles about methyl 2,3-di-O-benzoyl-4,6-bis-O-(methylsulfonyl)hexopyranoside 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%

3-ethoxy-2,2-dimethylcyclobutan-1-one (2292-84-4) + 2-methoxy-phenylamine (90-04-0) → 2-isopropyl-8-methoxyquinoline (5181-74-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol202334s

Reference yield:

8-methoxy-2-methylquinoline (3033-80-5) + isopropyl bromide (75-26-3) → 2-isopropyl-8-methoxyquinoline (5181-74-8)

Guidance literature:

8-methoxy-2-methylquinoline; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

isopropyl bromide; In tetrahydrofuran; at -78 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201600926

Reference yield:

→ 2-isopropyl-8-methoxyquinoline (5181-74-8)

Guidance literature:

3-Aethoxy-2,2-dimethyl-cyclobutanon (1), 2-Methoxy-anilin;

DOI:10.1021/jo01023a505

upstream raw materials:

3-ethoxy-2,2-dimethylcyclobutan-1-one

2-methoxy-phenylamine

8-methoxy-2-methylquinoline

isopropyl bromide

Refernces

• 1、 Shan, Gang,Sun, Xiuyun,Xia, Qian,Rao, Yu. "A facile synthesis of substituted 2-alkylquinolines through [3 + 3] annulation between 3-ethoxycyclobutanones and aromatic amines at room temperature". supporting information; experimental part. p. 5770 - 5773. Retrieved 2012/01/06.