(-)-Praeruptorin A

Base Information Edit

Chemical Name:(-)-Praeruptorin A
CAS No.:14017-71-1
Molecular Formula:C₂₁H₂₂O₇
Molecular Weight:386.401
Hs Code.:
Nikkaji Number:J663.392G
Wikidata:Q105327739
Metabolomics Workbench ID:123398
ChEMBL ID:CHEMBL1378488
Mol file:14017-71-1.mol

Synonyms:(9alpha(Z),10alpha)-(+-) of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin;3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin;9alpha(E),10alpha of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin;9alpha(E),10beta of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin;9R-(9alpha(Z),10alpha) of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin;9S-(9alpha(Z),10alpha) of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin;Pd-Ia;praeruptorin A

Suppliers and Price of (-)-Praeruptorin A

Supply Marketing:Edit

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
(-)-PraeruptorinA 95+%
5mg
$ 590.00

Crysdot
(-)-PraeruptorinA 95+%
1mg
$ 196.00

Biosynth Carbosynth
Isopteryxin
1 mg
$ 175.00

Total 6 raw suppliers

Chemical Property of (-)-Praeruptorin A Edit

Chemical Property:

PSA：92.04000
LogP:3.44620
XLogP3:3.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:386.13655304
Heavy Atom Count:28
Complexity:720

Purity/Quality:

99%+, ^*data from raw suppliers

(-)-PraeruptorinA 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=C(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
Isomeric SMILES:C/C=C(/C)\C(=O)O[C@@H]1[C@@H](C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C

Technology Process of (-)-Praeruptorin A

There total 11 articles about (-)-Praeruptorin A 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: 74.8%

: 35660-94-7
(E)-2-methylbut-2-enoyl chloride

: 4955-21-9,35345-45-0,107080-28-4,112346-42-6,118492-19-6,118492-23-2
(+/-)-trans-4'-acetylkhellactone

: 14017-71-1,73069-25-7,73069-27-9,81740-05-8,112346-41-5,118492-20-9,118492-26-5,127643-75-8
(+/-)-trans-4'-acetyl=3'-tigloylkhellactone

Guidance literature:: In benzene; Heating;
DOI:10.1248/cpb.43.859

Reference yield: 21.1%

: 35660-94-7,49651-33-4,62529-65-1
(Z)-2-methyl-2-butenoyl chloride

: 4955-21-9,35345-45-0,107080-28-4,112346-42-6,118492-19-6,118492-23-2
(+/-)-cis-4'-acetylkhellactone

: 14017-71-1,73069-25-7,73069-27-9,81740-05-8,112346-41-5,118492-20-9,118492-26-5,127643-75-8
(+/-)-4'-O-acetyl-3'-O-angeloyl-cis-khellactone

Guidance literature:: In benzene;
DOI:10.1248/cpb.36.4221

Reference yield:

: 523-59-1
seseline

: 14017-71-1,73069-25-7,73069-27-9,81740-05-8,112346-41-5,118492-20-9,118492-26-5,127643-75-8
(+/-)-cis-4'-acetyl-3'-tigloylkhellactone

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent Turnov_. / OsO₄, N-methylmorpholine-N-oxide dihydrate / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 72 h / Ambient temperature

2: 65 percent Turnov_. / BF₃*Et₂O / tetrahydrofuran / 2.8 h / Ambient temperature

3: 86 percent Turnov_. / 4-pyrrolidinopyridine, 1,3-dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 125 h / Heating

With osmium(VIII) oxide; boron trifluoride diethyl etherate; 4-pyrrolidin-1-ylpyridine; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.3987/R-1987-05-1239