(2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone

Base Information

• Chemical Name: (2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone
• CAS No.: 96948-25-3
• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.418
• Mol file: 96948-25-3.mol

Synonyms:

Chemical Property of (2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone

There total 1 articles about (2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone 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: 54.1%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-hydroxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone (96909-16-9,96909-17-0) → (2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone (90851-23-3,96948-25-3,137491-86-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; 1) 0-5 deg C 30 min, 2) room temp. 1.5 h;;

DOI:10.1246/bcsj.58.346

Reference yield:

(2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone (90851-23-3,96948-25-3,137491-86-2) → (4S,6S)-6-Allyl-6-[(1R,2S)-2-hydroxy-2-(7-methoxy-benzo[1,3]dioxol-5-yl)-1-methyl-ethyl]-4-methoxy-cyclohex-2-enone

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1246/bcsj.58.346

Reference yield:

(2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-methoxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone (90851-23-3,96948-25-3,137491-86-2) → (+/-)-Megaphyllone acetate (64332-39-4,96948-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 2 h / Heating

2: pyridine / 15 h / 50 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1246/bcsj.58.346

upstream raw materials:

diazomethane

(2RS,3SR,3aRS,5RS)-3,3a,4,5-Tetrahydro-5-hydroxy-2-(3-methoxy-4,5-methylenedioxyphenyl)-3-methyl-3a-(2-propenyl)-6(2H)-benzofuranone

Downstream raw materials:

(+/-)-Megaphyllone acetate