Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-

Base Information

• Chemical Name: Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-
• CAS No.: 25088-82-8
• Molecular Formula: C22H24 O6
• Molecular Weight: 384.4224
• Mol file: 25088-82-8.mol

Synonyms:Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, [5R-(5a,5ab,8aa)]-; Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, stereoisomer (8CI)

Chemical Property of Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-

Chemical Property:

• Boiling Point: 501.8°Cat760mmHg
• Flash Point: 204.2°C
• Density: 1.244g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-

There total 10 articles about Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole,5,5a,6,8,8a,9-hexahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)- 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: 24.0%

C22H24O7 (321747-15-3) → deoxyanhydro-4-isopodophyllol (321747-09-5) + 9-deoxyanhydropodophyllol (25088-82-8)

Guidance literature:

C₂₂H₂₄O₇; With hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; for 8.5h;

With pyridine; p-toluenesulfonyl chloride; for 3h; Heating;

DOI:10.1021/jm990563p

Reference yield:

9-deoxypodophyllol (31104-02-6) → 9-deoxyanhydropodophyllol (25088-82-8)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; for 3h; Heating;

DOI:10.1021/jm990563p

Reference yield:

deoxypodophyllotoxin (477-51-0,6258-33-9,17187-81-4,17301-90-5,19186-35-7,24150-39-8,31892-96-3,55568-81-5,64550-41-0,69222-20-4,75171-57-2,83023-41-0,100348-38-7) → 9-deoxyanhydropodophyllol (25088-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LAH

2.1: 42 percent / 2,3-dichloro-5,6-dicyano-1,4-quinone / CH₂Cl₂; tetrahydrofuran / 3 h / 25 °C

3.1: H₂ / 10 percent Pd/C / ethanol / 8.5 h / 50 °C

3.2: p-toluenesulfonyl chloride; pyridine / 3 h / Heating

With lithium aluminium tetrahydride; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm990563p

upstream raw materials:

p-toluenesulfonyl chloride

9-deoxypodophyllol

C₂₂H₂₄O₇

deoxypodophyllotoxin

Refernces