(+/-)-latifine dimethyl ether

Base Information

• Chemical Name: (+/-)-latifine dimethyl ether
• CAS No.: 115888-85-2
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.397
• Mol file: 115888-85-2.mol

Synonyms:(+/-)-latifine dimethyl ether

Chemical Property of (+/-)-latifine dimethyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-latifine dimethyl ether

There total 20 articles about (+/-)-latifine dimethyl ether 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: 66.0%

3,4-dihydro-3-hydroxy-5,6-dimethoxy-4-(4'-methoxyphenyl)-2-methylisoquinolin-1(2H)-one (115831-71-5) → (+/-)-latifine dimethyl ether (115888-85-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Heating;

Reference yield: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(2,3-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanamine (1198184-60-9) → (+/-)-latifine dimethyl ether (115888-85-2)

Guidance literature:

With formic acid; In water; at 95 ℃;

DOI:10.1080/00397910903109859

Reference yield:

2-[(2-Bromo-3,4-dimethoxy-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone (131326-84-6) → (+/-)-latifine dimethyl ether (115888-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 9 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

2: 1) 35percent HCl-EtOH, 2) NaBH₄ / 1) reflux, 3 h,, 2) MeOH, 2 h

With hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; hexane;

DOI:10.1016/S0040-4020(01)80579-2

upstream raw materials:

5,6-Dimethoxy-4-(4-methoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-ol

3,4-dihydro-3-hydroxy-5,6-dimethoxy-4-(4'-methoxyphenyl)-2-methylisoquinolin-1(2H)-one

N-phenyl-3,4-dimethoxybenzamide

4,5-dimethoxy-3-(4'-methoxyphenyl)phthalide

Refernces

• 1、 Kumar, A.Sanjeev,Ghosh, Samir,Kale, Bhima,Mehta. "Convenient synthesis of amaryllidaceae alkaloid, (+/-) latifine dimethyl ether". experimental part. p. 635 - 637. Retrieved 2011/02/28.
• 2、 Kihara, Masaru,Kashimoto, Minoru,Kobayashi, Yoshimaro,Kobayashi, Shigeru. "A NEW INTRAMOLECULAR BARBIER REACTION OF N-(2-IODOBENZYL)PHENACYLAMINES: A CONVENIENT SYNTHESIS OF 1,2,3,4-TETRAHYDROISOQUINOLIN-4-OLS". . p. 5347 - 5348. Retrieved 2007/10/02.