3'-Hydroxyisosafrole

Base Information

• Chemical Name: 3'-Hydroxyisosafrole
• CAS No.: 58095-76-4
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• UNII: F9X47L3FML
• Nikkaji Number: J442.533B,J697.080J
• ChEMBL ID: CHEMBL488405
• Mol file: 58095-76-4.mol

Synonyms:3'-hydroxyisosafrole

Chemical Property of 3'-Hydroxyisosafrole

Chemical Property:

• Melting Point: 77-79 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 340.0±11.0 °C(Predicted)
• PKA: 14.16±0.10(Predicted)
• PSA: 38.69000
• Density: 1.281±0.06 g/cm3(Predicted)
• LogP: 1.42080
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

trans-3,4-Methylenedioxycinnamylalcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C=CCO
• Isomeric SMILES: C1OC2=C(O1)C=C(C=C2)/C=C/CO

Technology Process of 3'-Hydroxyisosafrole

There total 20 articles about 3'-Hydroxyisosafrole 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: 98.0%

methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate (40918-96-5) → (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol (58095-76-4)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201410039

Reference yield: 95.0%

<3,4-(methylenedioxy)phenyl>propargyl alcohol (6258-37-3) → (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol (58095-76-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 23 ℃; for 6h; stereoselective reaction;

DOI:10.1016/j.tet.2017.01.048

Reference yield: 94.0%

ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate (24393-66-6) → (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol (58095-76-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1021/jacs.5b01899

upstream raw materials:

(E)-3,4-methylenedioxycinnamaldehyde

1-allyl-3,4-methylenedioxybenzene

methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate

ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate

Downstream raw materials:

(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

(E)-3-(1,3-benzodioxol-5-yl)prop-2-enol (phenylmethoxy)acetate

(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 2-bromo-3-(3,4,5-trimethoxyphenyl)propanoate

trans-3,4-Methylendioxy-cinnamyl-

Refernces

• 1、 Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni. "Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction". supporting information. p. 2162 - 2168. Retrieved 2021/04/02.
• 2、 Dykstra, Ryan,Gutierrez, Osvaldo,Martin, Robert T.,Tambar, Uttam K.,Troian-Gautier, Ludovic,Xu, Bin. "Photocatalyzed Diastereoselective Isomerization of Cinnamyl Chlorides to Cyclopropanes". . p. 6206 - 6215. Retrieved 2020/04/27.