Domesticine

Base Information

• Chemical Name: Domesticine
• CAS No.: 40766-67-4
• Molecular Formula: C19H19NO4
• Molecular Weight: 325.3585
• Mol file: 40766-67-4.mol

Synonyms:

Chemical Property of Domesticine

Chemical Property:

• Vapor Pressure: 4.54E-11mmHg at 25°C
• Boiling Point: 511.1°Cat760mmHg
• Flash Point: 262.9°C
• PSA: 51.16000
• Density: 1.342g/cm³
• LogP: 2.81950

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Domesticine

There total 13 articles about Domesticine 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:

1-benzo[1,3]dioxol-5-ylmethyl-7-benzyloxy-6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline (57906-96-4) → domesticine (24316-05-0,40766-67-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / PdCl₂

2: acetone; acetic acid

3: aq. HCl

With hydrogenchloride; hydrogen; palladium dichloride; In acetic acid; acetone;

DOI:10.1248/cpb.23.2048

Reference yield:

1-benzo[1,3]dioxol-5-ylmethyl-7-benzyloxy-6-methoxy-2-methyl-3,4-dihydro-isoquinolinium; iodide (57906-95-3) → domesticine (24316-05-0,40766-67-4)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄

2: H₂ / PdCl₂

3: acetone; acetic acid

4: aq. HCl

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium dichloride; In acetic acid; acetone;

DOI:10.1248/cpb.23.2048

Reference yield:

1-benzo[1,3]dioxol-5-ylmethyl-6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol (55214-70-5) → domesticine (24316-05-0,40766-67-4)

Guidance literature:

Multistep reaction; (i) Pb(OAc)4, AcOH, (ii) CF₃CO₂H, CH₂Cl₂;

DOI:10.1248/cpb.24.262

upstream raw materials:

2-methoxy-6-methyl-5,6-dihydro-4H-benzo[de][1,3]dioxolo[4',5':4,5]benzo[1,2-g]quinolin-1-ol

1-benzo[1,3]dioxol-5-ylmethyl-6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol

1-acetoxy-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-benzo[de][1,3]dioxolo[4',5':4,5]benzo[1,2-g]quinoline

6-(7-benzyloxy-6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-benzo[1,3]dioxol-5-ylamine

Downstream raw materials:

(+)-N-methyldomesticinium iodide

Refernces

• 1、 Hara,Hoshino,Umezawa. "Studies on tetrahydroisoquinolines. XI. A facile synthesis of (±)-aporphines via p-quinol acetates". . p. 262 - 265. Retrieved 2007/10/05.
• 2、 Horii,Uchida,Nakashita,et al.. "Studies on the syntheses of spiro dienone compounds. V. An improved synthetic method of spiro dienone compounds. Syntheses of dl mecambrine, dl amurine and dl domesticine". . p. 583 - 586. Retrieved 2007/10/07.