Podorhizol

Base Information

• Chemical Name: Podorhizol
• CAS No.: 59366-91-5
• Molecular Formula: C₂₂H₂₄O₈
• Molecular Weight: 416.428
• DSSTox Substance ID: DTXSID701108349
• Nikkaji Number: J53.120K
• Wikidata: Q27117133
• Metabolomics Workbench ID: 55564
• ChEMBL ID: CHEMBL512541

Synonyms:podorhizol;podorhizol, (3alpha(S*),4beta)-(+-)-isomer

Chemical Property of Podorhizol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 610.433°C at 760 mmHg
• Flash Point: 212.748°C
• PSA: 92.68000
• Density: 1.325g/cm³
• LogP: 2.50640
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 416.14711772
• Heavy Atom Count: 30
• Complexity: 572

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(C2C(COC2=O)CC3=CC4=C(C=C3)OCO4)O
• Isomeric SMILES: COC1=CC(=CC(=C1OC)OC)[C@H]([C@@H]2[C@H](COC2=O)CC3=CC4=C(C=C3)OCO4)O

Technology Process of Podorhizol

There total 31 articles about Podorhizol 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: 80.0%

(S)-(-)-4-(3,4-methylenedioxybenzyl)dihydrofuran-2(3H)-one (70148-37-7) + 3,4,5-trimethoxy-benzaldehyde (86-81-7) → (3R,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-3-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-dihydro-furan-2-one (17187-78-9,17187-82-5,59366-91-5,59366-92-6,70266-72-7,123287-51-4,144539-72-0)

Guidance literature:

With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In benzene; at 10 ℃; for 0.0333333h;

DOI:10.1016/0040-4020(89)80041-9

Reference yield: 80.0%

(+/-) podorhizone (17187-75-6,68736-24-3,70191-79-6) → (+/-) podorhizol (17187-78-9,17187-82-5,59366-91-5,59366-92-6,70266-72-7,123287-51-4,144539-72-0) + (+/-) epi-podorhizol (17187-78-9,17187-82-5,59366-91-5,59366-92-6,70266-72-7,123287-51-4,144539-72-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃; for 0.25h;

DOI:10.1016/0040-4020(82)80075-6

Reference yield: 80.0%

(+/-) podorhizone (17187-75-6,68736-24-3,70191-79-6) → (+/-) podorhizol (17187-78-9,17187-82-5,59366-91-5,59366-92-6,70266-72-7,123287-51-4,144539-72-0) + (+/-) epi-podorhizol (17187-78-9,17187-82-5,59366-91-5,59366-92-6,70266-72-7,123287-51-4,144539-72-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃; for 0.25h;

DOI:10.1016/0040-4020(82)80075-6

upstream raw materials:

(R)-(+)-3-piperonyl-4-butanolide

3,4,5-trimethoxy-benzaldehyde

(R)-(+)-α-(methylenedioxy-3,4 benzyl)hemisuccinate de methyle

piperonal

Downstream raw materials:

rac-(7'β,8α,8'percentb)-3',4',5'-trimethoxy-4,5-methylenedioxy-2,7'-cyclolignan-9',9-olide

(3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4-methylenedioxybenzyl)-4,5-dihydro-2(3H)-furanone

(+/-) podorhizone

(+/-)-isodesoxypodophyllotoxin

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