1,2-Didehydro-3α,7-dimethoxycrinan

Base Information

• Chemical Name: 1,2-Didehydro-3α,7-dimethoxycrinan
• CAS No.: 1162-10-3
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.369
• Hs Code.: 2933990090
• Mol file: 1162-10-3.mol

Synonyms:Buphanidrine(6CI,7CI); Crinan, 1,2-didehydro-3,7-dimethoxy-, (3a)-; Crinan, 1,2-didehydro-3a,7-dimethoxy- (8CI);3H,6H-5,11b-Ethano[1,3]dioxolo[4,5-j]phenanthridine,4,4a-dihydro-3,7-dimethoxy-, [3R-(3a,4aa,5b,11bb)]-; Buphanidrin; Distichin; Distichine; NSC 358661

Chemical Property of 1,2-Didehydro-3α,7-dimethoxycrinan

Chemical Property:

• Vapor Pressure: 1.72E-08mmHg at 25°C
• Melting Point: 88-89 °C
• Boiling Point: 455.7°Cat760mmHg
• PKA: 6.88±0.40(Predicted)
• Flash Point: 137.5°C
• PSA: 40.16000
• Density: 1.33g/cm³
• LogP: 2.16240

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Didehydro-3α,7-dimethoxycrinan

There total 5 articles about 1,2-Didehydro-3α,7-dimethoxycrinan 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: 68.0%

(-)-powelline (6836-09-5,7363-25-9) + diazomethyl-trimethyl-silane (18107-18-1) → buphanidrine (1162-10-3)

Guidance literature:

With tetrafluoroboric acid; In dichloromethane; for 36h;

DOI:10.1039/c7sc02112g

Reference yield:

2β-methanesulfonyloxy-3α,7-dimethoxy-crinane (115272-14-5) → buphanidrine (1162-10-3)

Guidance literature:

With tert-Amyl alcohol; potassium 2-methylbutan-2-olate;

DOI:10.1021/ja01491a049

Reference yield:

6α-acetoxy-3α,7-dimethoxy-crin-1-ene (31128-96-8) → buphanidrine (1162-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O; dioxane

2: (i) SOCl₂, (ii) LiAlH₄, THF

In 1,4-dioxane; water;

DOI:10.1021/jo00820a027

upstream raw materials:

2β-methanesulfonyloxy-3α,7-dimethoxy-crinane

6α-hydroxybuphanidrine

6α-acetoxy-3α,7-dimethoxy-crin-1-ene

(-)-powelline

Refernces

• 1、 Warnhoff,Wildman. "-". . . Retrieved 1960.