(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate

Base Information

Chemical Name:(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate
CAS No.:52387-14-1
Molecular Formula:C21H24O6
Molecular Weight:372.41
Hs Code.:2915900090
Nikkaji Number:J665.224G
Wikidata:Q105278945
Pharos Ligand ID:2KQXGMF9V74H
Metabolomics Workbench ID:133458
ChEMBL ID:CHEMBL395857
Mol file:52387-14-1.mol

Synonyms:isovalerylshikonin

Suppliers and Price of (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate

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

Arctom
Isovalerylshikonin
10mg
$ 318.00

American Custom Chemicals Corporation
5,8-DIHYDROXY-2-(1-ISOVALERYLOXY-4-METHYL-3-PENTENYL)-1,4-NAPHTHALENEDIONE 95.00%
5MG
$ 501.16

Total 6 raw suppliers

Chemical Property of (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate

Chemical Property:

Vapor Pressure:1.34E-13mmHg at 25°C
Melting Point:107 °C
Refractive Index:1.578
Boiling Point:570.1°C at 760 mmHg
PKA:7.08±0.20(Predicted)
Flash Point:198.6°C
PSA：100.90000
Density:1.246g/cm³
LogP:3.71740
XLogP3:4.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:372.15728848
Heavy Atom Count:27
Complexity:656

Purity/Quality:

99% ^*data from raw suppliers

Isovalerylshikonin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
Isomeric SMILES:CC(C)CC(=O)O[C@H](CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O

Technology Process of (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate

There total 4 articles about (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate 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: 57.0%

: 503-74-2
3-methylbutyric acid

: 517-89-5
shikonin

: 52387-14-1
isovalerylshikonin

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;
DOI:10.1016/j.bmcl.2006.11.024

Reference yield:

: 503-74-2
3-methylbutyric acid

: 517-88-4,517-89-5,11031-58-6,54952-43-1,85921-41-1
(S)-5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione

: 52387-14-1
alkannin isovalerate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 3h; ice cooling;
DOI:10.1021/np010599w

Reference yield:

: 24502-78-1,34232-27-4,38222-13-8,54984-93-9,106295-33-4
acetylshikonin

: 52387-14-1
isovalerylshikonin

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaOH / methanol

2: 57 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂

With dmap; sodium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2006.11.024