4-Benzofuranaceticacid,7-ethyl-2,3,3a,4,7,7a-hexahydro-2-oxo-,(3aR,4S,7S,7aS)-rel-(9CI)

Base Information

• Chemical Name: 4-Benzofuranaceticacid,7-ethyl-2,3,3a,4,7,7a-hexahydro-2-oxo-,(3aR,4S,7S,7aS)-rel-(9CI)
• CAS No.: 592526-38-0
• Molecular Formula: C12H16O4
• Molecular Weight: 224.25
• Mol file: 592526-38-0.mol

Synonyms:4-Benzofuranaceticacid,7-ethyl-2,3,3a,4,7,7a-hexahydro-2-oxo-,(3aR,4S,7S,7aS)-rel-(9CI)

Chemical Property of 4-Benzofuranaceticacid,7-ethyl-2,3,3a,4,7,7a-hexahydro-2-oxo-,(3aR,4S,7S,7aS)-rel-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Benzofuranaceticacid,7-ethyl-2,3,3a,4,7,7a-hexahydro-2-oxo-,(3aR,4S,7S,7aS)-rel-(9CI)

There total 19 articles about 4-Benzofuranaceticacid,7-ethyl-2,3,3a,4,7,7a-hexahydro-2-oxo-,(3aR,4S,7S,7aS)-rel-(9CI) 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%

ethylmagnesium chloride (2386-64-3) + (+/-)-(3aR,5aR,8aS,8bS)-1,8,8a,8b-tetrahydrobenzofuro[5,4-b]furan-2,7(3aH,5aH)-dione → (+/-)-2-((3aS,4R,7R,7aR)-7-ethyl-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-4-yl)acetic acid (592526-38-0) + (+/-)-2-((3aS,4R,7S,7aR)-7-ethyl-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-4-yl)acetic acid (592526-38-0)

Guidance literature:

ethylmagnesium chloride; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -20 ℃; for 0.5h;

(+/-)-(3aR,5aR,8aS,8bS)-1,8,8a,8b-tetrahydrobenzofuro[5,4-b]furan-2,7(3aH,5aH)-dione; In tetrahydrofuran; at -20 - 0 ℃; for 1.08333h; Further stages.;

DOI:10.1021/jo801108h

Reference yield: 88.0%

ethylmagnesium chloride (2386-64-3) + (+/-)-(3aR,5aR,8aS,8bS)-1,8,8a,8b-tetrahydrobenzofuro[5,4-b]furan-2,7(3aH,5aH)-dione → (+/-)-2-((3aS,4R,7R,7aR)-7-ethyl-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-4-yl)acetic acid (592526-38-0) + (+/-)-2-((3aS,4R,7S,7aR)-7-ethyl-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-4-yl)acetic acid (592526-38-0)

Guidance literature:

ethylmagnesium chloride; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -20 ℃; for 0.5h;

(+/-)-(3aR,5aR,8aS,8bS)-1,8,8a,8b-tetrahydrobenzofuro[5,4-b]furan-2,7(3aH,5aH)-dione; In tetrahydrofuran; at -20 - 0 ℃; for 1.08333h; Further stages.;

DOI:10.1021/jo801108h

Reference yield: 88.0%

1,3a,5a,8,8a,8b-hexahydro-benzo[1,2-b:4,3-b']difuran-2,7-dione (913706-88-4) + ethylmagnesium chloride (2386-64-3) → rac-(7-ethyl-2-oxo-2,3,3a,4,7,7a-hexahydro-benzofuran-4-yl)-acetic acid (592526-38-0)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.07.146

upstream raw materials:

ethylmagnesium bromide

2-endo,3-exo-Bis(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-5-ene

ethylmagnesium chloride

1,3a,5a,8,8a,8b-hexahydro-benzo[1,2-b:4,3-b']difuran-2,7-dione

Downstream raw materials:

(+/-)-(3aS,4R,7R,7aR)-7-ethyl-4-(2-hydroxyethyl)-3a,4,7,7a-tetrahydrobenzofuran-2(3H)-one