Phyltetralin

Base Information

• Chemical Name: Phyltetralin
• CAS No.: 123048-17-9
• Molecular Formula: C24 H32 O6
• Molecular Weight: 416.51
• UNII: DN67OWS5VP
• DSSTox Substance ID: DTXSID401317953
• Nikkaji Number: J1.896.978E
• Wikidata: Q104973332
• Mol file: 123048-17-9.mol

Synonyms:Phyltetralin;123048-17-9;(+)-Phyltetralin;DN67OWS5VP;UNII-DN67OWS5VP;(1R,2S,3S)-1-(3,4-Dimethoxyphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2,3-bis(methoxymethyl)naphthalene;(1R,2S,3S)-1-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2,3-bis(methoxymethyl)-1,2,3,4-tetrahydronaphthalene;Naphthalene, 1-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2,3-bis(methoxymethyl)-, (1R,2S,3S)-;Naphthalene, 1-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2,3-bis(methoxymethyl)-, (1R-(1alpha,2beta,3alpha))-;DTXSID401317953;AKOS040762183;FS-7478;HY-121397;LS-193688;CS-0081937;NAPHTHALENE, 1-(3,4-DIMETHOXYPHENYL)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2,3-BIS(METHOXYMETHYL)-, (1R-(1.ALPHA.,2.BETA.,3.ALPHA.))-

Chemical Property of Phyltetralin

Chemical Property:

• PSA: 55.38000
• LogP: 3.93420
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 416.21988874
• Heavy Atom Count: 30
• Complexity: 502

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Phyltetralin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1CC2=CC(=C(C=C2C(C1COC)C3=CC(=C(C=C3)OC)OC)OC)OC
• Isomeric SMILES: COC[C@H]1CC2=CC(=C(C=C2[C@H]([C@@H]1COC)C3=CC(=C(C=C3)OC)OC)OC)OC

Technology Process of Phyltetralin

There total 21 articles about Phyltetralin 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: 88.0%

(-)-demethylphyltetralin (63320-64-9,114839-38-2) + methyl iodide (74-88-4) → (+)-phyltetralin (50656-79-6,63320-66-1,66428-07-7,73245-93-9,78215-55-1,123048-17-9)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; for 3h;

DOI:10.1021/ja00222a021

Reference yield: 83.0%

r-1-(3,4-dimethoxyphenyl)-t-2,c-3-bis(hydroxymethyl)-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene (61248-24-6) + methyl iodide (74-88-4) → (+/-)-phyltetralin (50656-79-6,63320-66-1,66428-07-7,73245-93-9,78215-55-1,123048-17-9)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; for 2.5h; Ambient temperature;

DOI:10.1039/P19810001681

Reference yield:

2-bromo-4,5-dimethoxybenzyl alcohol (54370-00-2) → (+/-)-phyltetralin (50656-79-6,63320-66-1,66428-07-7,73245-93-9,78215-55-1,123048-17-9)

Guidance literature:

Multi-step reaction with 6 steps

3: 40percent peracetic acid

4: 90 percent / various solvent(s) / 3 h / 170 - 210 °C

5: LiAlH₄ / tetrahydrofuran

6: NaH / dimethylsulfoxide / 80 °C

With peracetic acid; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1039/c39820000430

upstream raw materials:

(+)-dimethyl-β-conidendryl alcohol

methyl iodide

r-1-(3,4-dimethoxyphenyl)-t-2,c-3-bis(hydroxymethyl)-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene

2-bromo-4,5-dimethoxybenzyl alcohol