Hemiariensin

Base Information

• Chemical Name: Hemiariensin
• CAS No.: 112448-60-9
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.428
• Wikidata: Q105382471
• Mol file: 112448-60-9.mol

Synonyms:Hemiariensin;CHEBI:172639;[2,3-bis(1,3-benzodioxol-5-ylmethyl)-4-hydroxybutyl] acetate

Chemical Property of Hemiariensin

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 400.15220310
• Heavy Atom Count: 29
• Complexity: 541

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(CC1=CC2=C(C=C1)OCO2)C(CC3=CC4=C(C=C3)OCO4)CO

Technology Process of Hemiariensin

There total 2 articles about Hemiariensin 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:

vinyl acetate (108-05-4,9003-20-7) + (2S*,3S*)-2,3-bis(3,4-(methylenedioxy)benzyl)-1,4-butanediol → threo-(-)-2,3-bis(3',4'-methylenedioxybenzyl)-1,4-butanediol monoacetate (112448-60-9) + (S,S)-(+)-3,4-bis[3,4-(methylenedioxy)benzyl]-1,4-butanediol (852676-79-0) + (-)-dihydrocubebin (24563-03-9) + (S,S)-(-)-2,3-bis[3,4-(methylenedioxy)benzyl]-1,4-butanediol monoacetate

Guidance literature:

With Candida rugosa lipase MY-30; at 20 ℃; for 72h;

DOI:10.1081/SCC-200051037

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (2S*,3S*)-2,3-bis(3,4-(methylenedioxy)benzyl)-1,4-butanediol → ariensin (81410-43-7) + threo-(-)-2,3-bis(3',4'-methylenedioxybenzyl)-1,4-butanediol monoacetate (112448-60-9) + (S,S)-(-)-2,3-bis[3,4-(methylenedioxy)benzyl]-1,4-butanediol monoacetate + Acetic acid (2S,3S)-3-acetoxymethyl-4-benzo[1,3]dioxol-5-yl-2-benzo[1,3]dioxol-5-ylmethyl-butyl ester

Guidance literature:

With Candida rugosa lipase AY; at 20 ℃; for 72h; Further byproducts given;

DOI:10.1081/SCC-200051037

Reference yield:

acetic anhydride (108-24-7) + threo-(-)-2,3-bis(3',4'-methylenedioxybenzyl)-1,4-butanediol monoacetate (112448-60-9) → ariensin (81410-43-7)

Guidance literature:

In pyridine;

DOI:10.1016/S0031-9422(00)81752-5

upstream raw materials:

vinyl acetate

Downstream raw materials:

ariensin