6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde

Base Information

• Chemical Name: 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde
• CAS No.: 647826-75-3
• Molecular Formula: C₂₆H₂₃NO₆S
• Molecular Weight: 477.538
• Mol file: 647826-75-3.mol

Synonyms:6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde

Chemical Property of 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde

There total 3 articles about 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-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: 97.0%

6,7-dimethoxy-2-{2-[6-(4-methoxy-benzyloxymethyl)-benzo[1,3]dioxol-5-yl]-ethyl}-3-phenylsulfanyl-2,3-dihydro-isoindol-1-one (647826-74-2) → 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde (647826-75-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1016/j.tetlet.2003.09.204

Reference yield:

thiophenol (108-98-5) → 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde (647826-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DIBAL-H / tetrahydrofuran / -78 °C

1.2: 61 percent / BF₃*OEt₂ / CH₂Cl₂

2.1: 97 percent / DDQ / CH₂Cl₂; H₂O

With diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetlet.2003.09.204

Reference yield:

4,5-dimethoxy-2-{2-[6-(4-methoxy-benzyloxymethyl)-benzo[1,3]dioxol-5-yl]-ethyl}-isoindole-1,3-dione (462085-17-2) → 6-[2-(4,5-dimethoxy-3-oxo-1-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-ethyl]-benzo[1,3]dioxole-5-carbaldehyde (647826-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DIBAL-H / tetrahydrofuran / -78 °C

1.2: 61 percent / BF₃*OEt₂ / CH₂Cl₂

2.1: 97 percent / DDQ / CH₂Cl₂; H₂O

With diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetlet.2003.09.204

upstream raw materials:

6,7-dimethoxy-2-{2-[6-(4-methoxy-benzyloxymethyl)-benzo[1,3]dioxol-5-yl]-ethyl}-3-phenylsulfanyl-2,3-dihydro-isoindol-1-one

thiophenol

4,5-dimethoxy-2-{2-[6-(4-methoxy-benzyloxymethyl)-benzo[1,3]dioxol-5-yl]-ethyl}-isoindole-1,3-dione

Downstream raw materials:

C₂₆H₂₁NO₆S

12b-hydroxy-9,10-dimethoxy-5H-[1,3]dioxolo[4'',5'':4',5']benzo[1',2':4,5]azepino[2,1-a]isoindole-8,13(6H,12bH)-dione

C₂₆H₂₃NO₆S