Paeonilactone B

Base Information

Chemical Name:Paeonilactone B
CAS No.:98751-78-1
Molecular Formula:C₁₀H₁₂O₄
Molecular Weight:196.203
Hs Code.:
UNII:S6GK2A3EMD
DSSTox Substance ID:DTXSID501345684
Nikkaji Number:J181.249A
Wikidata:Q27155057
Mol file:98751-78-1.mol

Synonyms:paeonilactone B

Suppliers and Price of Paeonilactone B

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

Crysdot
PaeonilactoneB 95+%
5mg
$ 810.00

Arctom
PaeonilactoneB
5mg
$ 513.00

Total 11 raw suppliers

Chemical Property of Paeonilactone B

Chemical Property:

Melting Point:88-89 °C
Boiling Point:417.4±45.0 °C(Predicted)
PKA:12.53±0.20(Predicted)
PSA：63.60000
Density:1.29±0.1 g/cm3(Predicted)
LogP:0.19810
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:0
Exact Mass:196.07355886
Heavy Atom Count:14
Complexity:333

Purity/Quality:

99%, ^*data from raw suppliers

PaeonilactoneB 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC2C(CC1=O)C(=C)C(=O)O2)O
Isomeric SMILES:C[C@@]1(C[C@@H]2[C@H](CC1=O)C(=C)C(=O)O2)O
General Description (3aR,6S,7aR)-3a,6,7,7a-Tetrahydro-6-hydroxy-6-methyl-3-methylene-2,5(3H,4H)-benzofurandione is a sesquiterpene lactone structurally related to paeonilactone B, a natural product found in *Paeoniae Radix*. It features a fused bicyclic framework with a hydroxyl and methyl group at the 6-position, a methylene substituent at the 3-position, and a benzofurandione moiety. (3aR,6S,7aR)-3a,6,7,7a-Tetrahydro-6-hydroxy-6-methyl-3-methylene-2,5(3H,4H)-benzofurandione can be synthesized diastereoselectively via SmI₂-mediated radical cyclization of methylenecyclopropane derivatives, a method that is highly dependent on HMPA as a key additive. Its stereochemistry and functional groups make it a valuable intermediate in the synthesis of bioactive natural products like paeonilactone B.

Technology Process of Paeonilactone B

There total 56 articles about Paeonilactone B 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: 96.0%

: (+/-)-(3aR,6S,7aR)-6-Methyl-3-methylene-6-(triethylsilyloxy)perhydrobenzo[b]furan-2,5-dione

: 98751-78-1
(+/-)-Paeonilactone B

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1039/b009513n

Reference yield: 91.0%

: 1170967-38-0
(3aR,5S,6S,7aR)-5,6-dihydroxy-6-methyl-3-methylenehexahydrobenzofuran-2(3H)-one

: 98751-78-1
paeonilactone B

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 3h;
DOI:10.1055/s-0028-1088039

Reference yield: 70.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1091593-78-0
(1R,5S)-(+)-5-hydroxy-5-methyl-4-oxocyclohex-2-enyl (diethoxyphosphoryl)acetate

: 98751-78-1
paeonilactone B

Guidance literature:: (1R,5S)-(+)-5-hydroxy-5-methyl-4-oxocyclohex-2-enyl (diethoxyphosphoryl)acetate; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.75h;

formaldehyd; In tetrahydrofuran; at -78 - 0 ℃; for 1h; Further stages.;
DOI:10.1002/anie.200705329