(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

Base Information

Chemical Name:(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
CAS No.:81190-06-9
Molecular Formula:C15H18O4
Molecular Weight:262.306
Hs Code.:
DSSTox Substance ID:DTXSID00465175
Wikidata:Q72481855
Mol file:81190-06-9.mol

Synonyms:81190-06-9;(3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one;CID 11414339;SCHEMBL454326;DTXSID00465175;ZIQSWKZBEBYYEV-SYQHCUMBSA-N;(3aR,4S,5R,6aS)-hexahydro-4-(hydroxymethyl)-5-(phenylmethoxy)-2H-cyclopenta[b]furan-2-one

Suppliers and Price of (3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
(3AR,4S,5R,6AS)-5-BENZYLOXY-4-HYDROXYMETHYL-HEXAHYDRO-CYCLOPENTA[B]FURAN-2-ONE 95.00%
5MG
$ 497.67

Total 9 raw suppliers

Chemical Property of (3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

Chemical Property:

PSA：55.76000
LogP:1.51570
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:262.12050905
Heavy Atom Count:19
Complexity:324

Purity/Quality:

99% ^*data from raw suppliers

(3AR,4S,5R,6AS)-5-BENZYLOXY-4-HYDROXYMETHYL-HEXAHYDRO-CYCLOPENTA[B]FURAN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C2C(CC(=O)O2)C(C1OCC3=CC=CC=C3)CO
Isomeric SMILES:C1[C@H]2[C@H](CC(=O)O2)[C@H]([C@@H]1OCC3=CC=CC=C3)CO

Technology Process of (3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one

There total 3 articles about (3aR,4S,5R,6aS)-4-(hydroxymethyl)-5-phenylmethoxy-3,3a,4,5,6,6a-hexahydrocyclopenta[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: 100.0%

: 1236109-25-3
(3aR,4S,5R,6aS)-5-(benzyloxy)-4-(((triisopropylsilyl)oxy)methyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 81190-06-9
[(3aR,4S,5R,6aS)-hexahydro-4-(hydroxymethyl)-5-(phenylmethoxy)-2H-cyclopenta[b]furan-2-one]

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;

Reference yield:

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 81190-06-9
[(3aR,4S,5R,6aS)-hexahydro-4-(hydroxymethyl)-5-(phenylmethoxy)-2H-cyclopenta[b]furan-2-one]

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 15 h

1.2: 0 °C / pH 3 - 4

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C

2.2: 15 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

Reference yield:

: 1236109-24-2
[(3aR,4S,5R,6aS)-hexahydro-5-hydroxy-4(triisopropylsilyloxymethyl)-2H-cyclopenta[b]furan-2-one]

: 81190-06-9
[(3aR,4S,5R,6aS)-hexahydro-4-(hydroxymethyl)-5-(phenylmethoxy)-2H-cyclopenta[b]furan-2-one]

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C

1.2: 15 h / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; mineral oil;