1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran

Base Information

• Chemical Name: 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran
• CAS No.: 84899-17-2
• Molecular Formula: C₇H₈O₂
• Molecular Weight: 124.139
• Mol file: 84899-17-2.mol

Synonyms:

Chemical Property of 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran

There total 9 articles about 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran 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: 90.0%

methyl cis-2-bromomethyl-3-cyclopentenyl-1-carboxylate → 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran (77189-14-1,84899-17-2,103618-27-5,128946-78-1)

Guidance literature:

With silver nitrate; In tetrahydrofuran; water; for 1h; Ambient temperature;

DOI:10.1002/hlca.19820650742

Reference yield: 83.0%

bicyclo[3.2.0]hept-2-en-6-one (13173-09-6,62182-73-4,71155-04-9,71155-05-0) → cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one (26054-46-6) + 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran (77189-14-1,84899-17-2,103618-27-5,128946-78-1)

Guidance literature:

With lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate; dihydrogen peroxide; oxalic acid; In 1,2-dichloro-ethane; at 20 ℃; for 1h; Reagent/catalyst; Time; regioselective reaction; Catalytic behavior;

DOI:10.1002/anie.201204286

Reference yield: 60.5%

1-oxo-6a-carbomethoxy-1,3,3a,6a-tetrahydrocyclopentafuran (86747-62-8) → 1-oxo-1,3,3a,6a-tetrahydrocyclopentafuran (77189-14-1,84899-17-2,103618-27-5,128946-78-1)

Guidance literature:

With lithium iodide; In N,N-dimethyl-formamide; for 2.5h; Heating;

DOI:10.1021/jo00168a010

upstream raw materials:

1-oxo-6a-carbomethoxy-1,3,3a,6a-tetrahydrocyclopentafuran

(E)-2,4-pentadien-1-ol

methyl 2,4-pentadien-5-yl malonate

methyl 2,4-pentadien-5-yl diazomalonate

Downstream raw materials:

3-oxabicyclo[3.3.0]oct-6-en-2-one

sarkomycin

(3aR,6aS)-Tetrahydro-cyclopenta[c]furan-1,5-dione

3a,5,6,6a-tetrahydro-3H-cyclopentafuran-1,4-dione