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

Base Information

• Chemical Name: 5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde
• CAS No.: 922167-87-1
• Molecular Formula: C₃₄H₄₀O₆
• Molecular Weight: 544.688
• Mol file: 922167-87-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about 5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde 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%

1-(4-methoxy-phenyl)-3,6-bis-[2-(4-methoxy-phenyl)-ethyl]-9-methylene-hexahydro-2,5,7-trioxa-benzocycloheptene (922167-85-9) → 5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde (922167-89-3) + 5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde (922167-87-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -55 - -20 ℃;

DOI:10.1021/ol0627956

Reference yield:

3-(4-methoxyphenyl)propional (20401-88-1) → 5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde (922167-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methyl-N'-chlorosulfinylimidazolium chloride / CH₂Cl₂ / 1.5 h / Heating

2: sodium hydrogen carbonate / diphenyl ether / 3 h / Heating

3: boron trifluoride diethyl etherate / CH₂Cl₂ / -55 - -20 °C

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; In diphenylether; dichloromethane;

DOI:10.1016/j.tet.2007.02.028

Reference yield:

(-)-(3S)-1-(4-methoxyphenyl)hex-5-en-3-ol (922167-72-4) → 5-(4-methoxy-phenyl)-2,7-bis-[2-(4-methoxy-phenyl)-ethyl]-hexahydro-pyrano[4,3-b]pyran-4-carbaldehyde (922167-87-1)

Guidance literature:

Multi-step reaction with 7 steps

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

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

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

4: pyridine / CH₂Cl₂ / 0 - 20 °C

5: N-methyl-N'-chlorosulfinylimidazolium chloride / CH₂Cl₂ / 1.5 h / Heating

6: sodium hydrogen carbonate / diphenyl ether / 3 h / Heating

7: boron trifluoride diethyl etherate / CH₂Cl₂ / -55 - -20 °C

With pyridine; boron trifluoride diethyl etherate; triethylsilyl trifluoromethyl sulfonate; sodium hydrogencarbonate; potassium carbonate; acetic acid; Hoveyda-Grubbs catalyst second generation; In methanol; diphenylether; dichloromethane;

DOI:10.1016/j.tet.2007.02.028

upstream raw materials:

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

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

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

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

Downstream raw materials:

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