Coronarin D

Base Information

• Chemical Name: Coronarin D
• CAS No.: 119188-37-3
• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.456
• Mol file: 119188-37-3.mol

Synonyms:Coronarin D

Chemical Property of Coronarin D

Chemical Property:

• Boiling Point: 466.7±45.0 °C(Predicted)
• PKA: 11.21±0.20(Predicted)
• PSA: 46.53000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 4.36700

Purity/Quality:

98%min ^*data from raw suppliers

CoronarinD >98%,StandardReferencesGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Coronarin D

There total 5 articles about Coronarin D 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: 55.0%

(2E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-2-(2-hydroxyethyl)but-2-enoic acid → coronarin D (119188-37-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2019.04.023

Reference yield:

(3E)-3-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}oxolan-2-one (189239-51-8) → coronarin D (119188-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / tetrahydrofuran; ethanol / 20 °C

2: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

With pyridinium chlorochromate; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2019.04.023

Reference yield:

2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-N-methoxy-N-methylacetamide (190264-38-1) → coronarin D (119188-37-3)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride; pyridine / dichloromethane / 1 h / -78 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

3: potassium hydroxide / tetrahydrofuran; ethanol / 20 °C

4: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

With pyridine; thionyl chloride; sodium hydride; pyridinium chlorochromate; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; mineral oil; 2: |Wittig-Horner Reaction;

DOI:10.1016/j.ejmech.2019.04.023

upstream raw materials:

(3E)-3-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}oxolan-2-one

2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-N-methoxy-N-methylacetamide

(3aR)-(+)-sclareolide

(1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde

Downstream raw materials:

coronarin-D ethyl ether

Refernces