2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol

Base Information

• Chemical Name: 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol
• CAS No.: 922167-79-1
• Molecular Formula: C₂₄H₃₂O₆
• Molecular Weight: 416.514
• Mol file: 922167-79-1.mol

Synonyms:2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol

Chemical Property of 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol

There total 10 articles about 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol 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: 85.0%

acetic acid 3-(2-acetoxy-1-acetoxymethyl-ethyl)-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-4-yl ester (922167-78-0) → 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol (922167-79-1)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 3h;

DOI:10.1021/ol0627956

Reference yield:

3-(4-methoxyphenyl)propional (20401-88-1) → 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol (922167-79-1)

Guidance literature:

Multi-step reaction with 4 steps

1: (R)-BINOL; silver(I) oxide; TiCl₄ / Ti(Oi-Pr)4 / CH₂Cl₂ / cooling

2: Hoveyda-Grubbs second generation catalyst / CH₂Cl₂ / 24 h / 20 °C

3: triethylsilyl triflate; acetic acid / 1 h / 20 °C

4: potassium carbonate / methanol / 3 h / 20 °C

With triethylsilyl trifluoromethyl sulfonate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; potassium carbonate; acetic acid; silver(l) oxide; titanium(IV) isopropylate; Hoveyda-Grubbs catalyst second generation; In methanol; dichloromethane;

DOI:10.1016/j.tet.2007.02.028

Reference yield:

3-(p-methoxyphenyl)-1-propanol (5406-18-8) → 2-{4-hydroxy-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-3-yl}-propane-1,3-diol (922167-79-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / triethylamine; sulfur trioxide pyridine complex; dimethylsulfoxide / CH₂Cl₂ / 0 - 20 °C

2: (R)-BINOL; silver(I) oxide; TiCl₄ / Ti(Oi-Pr)4 / CH₂Cl₂ / cooling

3: Hoveyda-Grubbs second generation catalyst / CH₂Cl₂ / 24 h / 20 °C

4: triethylsilyl triflate; acetic acid / 1 h / 20 °C

5: potassium carbonate / methanol / 3 h / 20 °C

With triethylsilyl trifluoromethyl sulfonate; (R)-1,1'-Bi-2-naphthol; sulfur trioxide pyridine complex; titanium tetrachloride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; silver(l) oxide; titanium(IV) isopropylate; Hoveyda-Grubbs catalyst second generation; In methanol; dichloromethane;

DOI:10.1016/j.tet.2007.02.028

upstream raw materials:

acetic acid 3-(2-acetoxy-1-acetoxymethyl-ethyl)-2-(4-methoxy-phenyl)-6-[2-(4-methoxy-phenyl)-ethyl]-tetrahydro-pyran-4-yl ester

(-)-(3S)-1-(4-methoxyphenyl)hex-5-en-3-ol

acetic acid 2-acetoxymethyl-6-hydroxy-8-(4-methoxy-phenyl)-oct-3-enyl ester

C₂₉H₄₈SiO₆

Downstream raw materials:

C₂₄H₃₀O₄Br₂

thiocarbonic acid O-{1-(4-methoxy-phenyl)-3,6-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-2,5,7-trioxa-benzocyclohepten-9-ylmethyl} ester O-phenyl ester

1-(4-methoxy-phenyl)-3,6-bis-[2-(4-methoxy-phenyl)-ethyl]-9-methylene-hexahydro-2,5,7-trioxa-benzocycloheptene

5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde