(S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol

Base Information

• Chemical Name: (S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol
• CAS No.: 17232-53-0
• Molecular Formula: C17H21NO6
• Molecular Weight: 335.35200
• Hs Code.: 2934999090
• Mol file: 17232-53-0.mol

Synonyms:

Chemical Property of (S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol

Chemical Property:

• Vapor Pressure: 1.76E-10mmHg at 25°C
• Melting Point: 152.5 °C
• Boiling Point: 491.6oC at 760 mmHg
• PKA: 13.90±0.20(Predicted)
• Flash Point: 251.1oC
• PSA: 90.27000
• Density: 1.321g/cm3
• LogP: 1.65500

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: A further alkaloid from the roots of Orixa japonica Thunb., this quinoline base is obtained as colourless needles from EtOH. It is soluble in Et20, CHC13, EtOH and AcOEt but insoluble in petroleum ether. It has a specific rotation of [α] 17 D + 83.29° (CHC13). The aurichloride has been prepared as pale yellow needles, m.p. lS5°C (dec.). Two methoxyl groups, a methylenedioxy group and a secondary and tertiary hydroxyl group are present.

Technology Process of (S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol

There total 4 articles about (S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol 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: 73.0%

6,8-dimethoxy-7-(3-methylbut-2-enyl)-1,3-dioxolo<4,5-h>quinoline (17232-49-4) → (+)-orixine (17232-53-0)

Guidance literature:

With osmium(VIII) oxide; methanesulfonamide; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 ℃; for 24h; optical yield given as %ee;

DOI:10.3987/COM-08-S(D)51

Reference yield: 32.0%

preorixine → orixinone (39027-00-4) + isoptelefolidine (156953-83-2) + (+)-orixine (17232-53-0)

Guidance literature:

With sulfuric acid; In ethyl acetate; for 21h; Ambient temperature;

DOI:10.1248/cpb.44.1885

Reference yield:

Formic acid (R)-1-(6,8-dimethoxy-[1,3]dioxolo[4,5-h]quinolin-7-ylmethyl)-2-hydroxy-2-methyl-propyl ester → (+)-orixine (17232-53-0)

Guidance literature:

With sodium hydroxide; In methanol; for 5h; Ambient temperature;

upstream raw materials:

6,8-dimethoxy-7-(3-methylbut-2-enyl)-1,3-dioxolo<4,5-h>quinoline

Refernces

• 1、 Funayama, Shinji,Murata, Kiyoshi,Nozoe, Shigeo. "Absolute stereochemistry of (-)-preorixine and related compounds". . p. 1885 - 1889. Retrieved 2007/10/03.