(-)-Bicuculline

Base Information

• Chemical Name: (-)-Bicuculline
• CAS No.: 19730-80-4
• Molecular Formula: C20H17NO6
• Molecular Weight: 367.358
• Mol file: 19730-80-4.mol

Synonyms:(6S)-6-[(5R)-5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one

Chemical Property of (-)-Bicuculline

Chemical Property:

• PSA: 66.46000
• LogP: 2.52260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-Bicuculline

There total 6 articles about (-)-Bicuculline 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:

(S)-6,7-dihydroxy-3-((R)-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-isobenzofuran-1-one (34408-04-3) → (+/-)-Adlumidine (485-49-4,485-50-7,550-49-2,19730-80-4,26687-87-6,56083-00-2,64397-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / dimethylsulfoxide

2: KOH / methanol

With potassium hydroxide; sodium hydroxide; In methanol; dimethyl sulfoxide;

DOI:10.1021/jo00977a004

Reference yield:

hydrastine (118-08-1) → (+/-)-Adlumidine (485-49-4,485-50-7,550-49-2,19730-80-4,26687-87-6,56083-00-2,64397-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: BBr₃ / CH₂Cl₂

2: NaOH / dimethylsulfoxide

3: KOH / methanol

With potassium hydroxide; sodium hydroxide; boron tribromide; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo00977a004

Reference yield:

(-)-Bicuculline (19730-80-4) → (+/-)-Adlumidine (485-49-4,485-50-7,550-49-2,19730-80-4,26687-87-6,56083-00-2,64397-08-6)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/jo00977a004

upstream raw materials:

dichloromethane

(-)-β-hydrastine

(S)-3-((R)-6,7-dihydroxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-1-yl)-6,7-dihydroxy-3H-isobenzofuran-1-one

(S)-6,7-dihydroxy-3-((R)-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-isobenzofuran-1-one

Downstream raw materials:

(+/-)-Adlumidine

Refernces