(3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one

Base Information

Chemical Name:(3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one
CAS No.:43119-29-5
Molecular Formula:C₇H₁₀O₂
Molecular Weight:126.155
Hs Code.:
DSSTox Substance ID:DTXSID401244477
Nikkaji Number:J732.802H

Synonyms:(3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one;SCHEMBL12719898;DTXSID401244477;(1S,5S)-2-Oxabicyclo[3.3.0]octane-3-one;43119-29-5

Suppliers and Price of (3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one

Chemical Property:

XLogP3:1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:126.068079557
Heavy Atom Count:9
Complexity:142

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CC2CC(=O)OC2C1
Isomeric SMILES:C1C[C@H]2CC(=O)O[C@H]2C1

Technology Process of (3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one

There total 2 articles about (3aS,6aS)-Hexahydro-2H-cyclopenta[b]furan-2-one 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:

: 26054-46-6
(-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 43119-29-5
(3aS,6aS)-hexahydrocyclopenta[b]furan-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate;
DOI:10.1016/0922-4106(94)90010-8

Reference yield:

: 634189-19-8
(E)-7-Oxo-hept-2-enoic acid (3R,3aR,6S,6aR)-6-benzyloxy-hexahydro-furo[3,2-b]furan-3-yl ester

: 43119-29-5
(3aS,6aS)-hexahydrocyclopenta[b]furan-2-one

: 100100-47-8
(+)-2-oxabicyclo<3.3.0>octan-3-one

: ((1S,2R)-2-Hydroxy-cyclopentyl)-acetic acid (3R,3aR,6S,6aR)-6-benzyloxy-hexahydro-furo[3,2-b]furan-3-yl ester

: 634189-21-2
((1R,2S)-2-Hydroxy-cyclopentyl)-acetic acid (3R,3aR,6S,6aR)-6-benzyloxy-hexahydro-furo[3,2-b]furan-3-yl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃;
DOI:10.1016/j.tetasy.2003.07.006

Reference yield:

: 43119-29-5
(3aS,6aS)-hexahydrocyclopenta[b]furan-2-one

: 642454-45-3
(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: LiAlH₄ / diethyl ether / 0.5 h / -10 °C

2.1: 19.3 g / pyridine / 2.5 h / 20 °C

3.1: 84 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

4.1: 92 percent / pyridinium p-toluenesulfonate / methanol / 1 h / Heating

5.1: 78 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 20 °C

6.1: 74 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

7.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 18 h / 20 °C

7.2: 3.50 g / NaBH₄ / ethanol / 3 h / 20 °C

8.1: 100 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium acetate; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; pyridinium chlorochromate; In methanol; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1271/bbb.67.1959