Powellin

Base Information

• Chemical Name: Powellin
• CAS No.: 7363-25-9
• Molecular Formula: C17H19NO4
• Molecular Weight: 301.3371
• DSSTox Substance ID: DTXSID60994431
• Nikkaji Number: J14.269G
• Wikidata: Q104253445
• Metabolomics Workbench ID: 69811
• Mol file: 7363-25-9.mol

Synonyms:powelline

Chemical Property of Powellin

Chemical Property:

• Vapor Pressure: 1.46E-10mmHg at 25°C
• Melting Point: 199 - 201 °C
• Boiling Point: 493.7°Cat760mmHg
• Flash Point: 252.4°C
• PSA: 51.16000
• Density: 1.42g/cm³
• LogP: 1.50830
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 301.13140809
• Heavy Atom Count: 22
• Complexity: 497

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2CN3CCC4(C3CC(C=C4)O)C2=CC5=C1OCO5
• Isomeric SMILES: COC1=C2CN3CC[C@@]4([C@H]3C[C@H](C=C4)O)C2=CC5=C1OCO5

Technology Process of Powellin

There total 6 articles about Powellin 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:

C17H17NO4 → (+)-epipowelline + (-)-epipowelline (6836-09-5) + (-)-powelline (6836-09-5,7363-25-9)

Guidance literature:

With C₅₂H₆₇ClIrN₂P; potassium tert-butylate; hydrogen; In ethanol; dichloromethane; at 0 ℃; under 760.051 Torr; Overall yield = 84 %; enantioselective reaction;

DOI:10.1039/c7sc02112g

Reference yield:

→ (-)-powelline (6836-09-5,7363-25-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01543a053

Reference yield:

7-methoxy-crin-1-ene-3α,6α-diol (31128-98-0) → (-)-powelline (6836-09-5,7363-25-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: dioxane; H₂O

3: (i) SOCl₂, (ii) LiAlH₄, THF

In 1,4-dioxane; pyridine; water;

DOI:10.1021/jo00820a027

upstream raw materials:

3α-acetoxy-7-methoxy-crin-1-en-6α-ol

7-methoxy-crin-1-ene-3α,6α-diol

3α,6α-diacetoxy-7-methoxy-crin-1-ene

Downstream raw materials:

buphanidrine

Refernces