Pachydictyol A

Base Information

Chemical Name:Pachydictyol A
CAS No.:50299-47-3
Molecular Formula:C₂₀H₃₂O
Molecular Weight:288.473
Hs Code.:
DSSTox Substance ID:DTXSID00198299
Wikidata:Q27149821
Metabolomics Workbench ID:124000
ChEMBL ID:CHEMBL1652216
Mol file:50299-47-3.mol

Synonyms:Pachydictyol A;50299-47-3;CHEBI:80771;4-Azulenol, 5-(1,5-dimethyl-4-hexenyl)-1,3a,4,5,6,7,8,8a-octahydro-3-methyl-8-methylene-, (3aS-(3aalpha,4alpha,5alpha(S*),8abeta))-;CHEMBL1652216;SCHEMBL17336020;DTXSID00198299;Q27149821;(3aS,4R,5S,8aR)-5-[(1R)-1,5-dimethylhex-4-enyl]-3-methyl-8-methylene-3a,4,5,6,7,8a-hexahydro-1H-azulen-4-ol;4-Azulenol, 5-[(1R)-1,5-dimethyl-4-hexenyl]-1,3a,4,5,6,7,8,8a-octahydro-3-methyl-8-methylene-, (3aS,4R,5S,8aR)-

Suppliers and Price of Pachydictyol A

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

Total 2 raw suppliers

Chemical Property of Pachydictyol A

Chemical Property:

Vapor Pressure:6.49E-08mmHg at 25°C
Boiling Point:396°Cat760mmHg
Flash Point:168.6°C
PSA：20.23000
Density:0.95g/cm³
LogP:5.27840
XLogP3:4.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:288.245315640
Heavy Atom Count:21
Complexity:439

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CCC2C1C(C(CCC2=C)C(C)CCC=C(C)C)O
Isomeric SMILES:CC1=CC[C@@H]2[C@@H]1[C@@H]([C@@H](CCC2=C)[C@H](C)CCC=C(C)C)O
General Description (3aS)-3-Methyl-5α-[(R)-1,5-dimethyl-4-hexenyl]-8-methylene-1,3aα,4,5,6,7,8,8aβ-octahydroazulene-4α-ol, also known as Pachydictyol A, is a hydroazulenoid diterpene isolated from the marine brown alga *Dictyota dichotoma*. It features a complex octahydroazulene core with a methyl group at the 3-position, a (R)-1,5-dimethyl-4-hexenyl side chain at the 5α-position, and a methylene group at the 8-position, along with a hydroxyl group at the 4α-position. (3aS)-3-Methyl-5α-[(R)-1,5-dimethyl-4-hexenyl]-8-methylene-1,3aα,4,5,6,7,8,8aβ-octahydroazulene-4α-ol is part of a class of structurally diverse diterpenes derived from marine algae, exhibiting potential biological significance.

Technology Process of Pachydictyol A

There total 22 articles about Pachydictyol 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:

: 67310-24-1
dehydropachydictyol A

: 50299-47-3
(6R)-6-hydroxydichotoma-3,14-diene-1,17-dial

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -77 ℃; for 3h;
DOI:10.1021/ja00536a036

Reference yield:

: C₂₄H₃₀N₂O₆S

: 50299-47-3
(6R)-6-hydroxydichotoma-3,14-diene-1,17-dial

Guidance literature:: Multi-step reaction with 12 steps

1: BF₃*OEt₂ / acetone; H₂O / 108 h / Ambient temperature

2: 5percent aq. potassium hydroxide / 1.25 h

3: 3.3 g / pyridine, thionyl chloride / tetrahydrofuran / 0.17 h / -45 °C

4: ethanol / 2 h / 80 °C

5: 1.) catecholborane, 3.) sodium acetate trihydrate

6: 95 percent / lithium aluminium hydride / diethyl ether

7: pyridine / 2 h / -30 °C

8: 0.25 h / -30 °C

9: 1-pentynylcopper / diethyl ether / 1.) -40 - -30 deg C, 2 h, 2.) -20 - -15 deg C, overnight

10: 33 percent / AcOH, H₂O / tetrahydrofuran / 0.75 h / Ambient temperature

11: chromic acid / diethyl ether / 0 °C

12: 23 mg / lithium aluminium hydride / diethyl ether / 3 h / -77 °C

With pyridine; 1-pentynyl copper; potassium hydroxide; lithium aluminium tetrahydride; thionyl chloride; boron trifluoride diethyl etherate; water; sodium acetate; chromic acid; acetic acid; benzo[1,3,2]dioxaborole; In tetrahydrofuran; diethyl ether; ethanol; water; acetone;
DOI:10.1021/ja00536a036

Reference yield:

: 67310-23-0
6-epi-pachydictyol A

: 50299-47-3
(6R)-6-hydroxydichotoma-3,14-diene-1,17-dial

Guidance literature:: Multi-step reaction with 2 steps

1: chromic acid / diethyl ether / 0 °C

2: 23 mg / lithium aluminium hydride / diethyl ether / 3 h / -77 °C

With lithium aluminium tetrahydride; chromic acid; In diethyl ether;
DOI:10.1021/ja00536a036