Isovelleral

Base Information

Chemical Name:Isovelleral
CAS No.:37841-91-1
Molecular Formula:C₁₅H₂₀O₂
Molecular Weight:232.323
Hs Code.:
European Community (EC) Number:636-418-0
UNII:475W04BXJ7
DSSTox Substance ID:DTXSID201032002
Nikkaji Number:J221.364H
Wikidata:Q27894435
Pharos Ligand ID:AJVAT1173GP2
Metabolomics Workbench ID:67725
ChEMBL ID:CHEMBL518292
Mol file:37841-91-1.mol

Synonyms:(1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexahydrocyclopropa(e)indene-1a,2(1H)-dicarbaldehyde;isovelleral

Suppliers and Price of Isovelleral

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

TRC
Isovelleral
2.5mg
$ 230.00

Sigma-Aldrich
Isovelleral solid
5mg
$ 981.00

American Custom Chemicals Corporation
ISOVELLERAL 95.00%
5MG
$ 1471.24

American Custom Chemicals Corporation
ISOVELLERAL 95.00%
1MG
$ 279.30

Total 5 raw suppliers

Chemical Property of Isovelleral

Chemical Property:

Vapor Pressure:0.000273mmHg at 25°C
Boiling Point:322.8°Cat760mmHg
Flash Point:120.9°C
PSA：34.14000
Density:1.211g/cm³
LogP:2.77300
Storage Temp.:−20°C
Solubility.:H2O: insoluble
XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:232.146329876
Heavy Atom Count:17
Complexity:434

Purity/Quality:

99% ^*data from raw suppliers

Isovelleral ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC2C=C(C3(CC3(C2C1)C)C=O)C=O)C
Isomeric SMILES:C[C@]12C[C@]1(C(=C[C@H]3[C@@H]2CC(C3)(C)C)C=O)C=O
Uses Isovelleral is an irritant fungal terpenoid that inhibits the TRPV1 channel.

Technology Process of Isovelleral

There total 45 articles about Isovelleral 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: 55.0%

: 37841-93-3
((1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexadrocyclopropa[e]inden-1a(1H)-yl)methanol

: 37841-91-1
(+)-isovelleral

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide;
DOI:10.1021/jo0015568

Reference yield:

: (+)-(1S,8aS)-1,2,3,4,6,7,8,8a-octahydro-3,3,8a-trimethyl-1-naphthalenol

: 37841-91-1
(+)-isovelleral

Guidance literature:: Multi-step reaction with 12 steps

1.1: 78 percent / CrO₃*pyridine / CH₂Cl₂ / 40 h / 20 °C

2.1: 83 percent / diisopropylamine; BuLi; HMPA / tetrahydrofuran; hexane / 1.3 h / -20 °C

3.1: Li; t-BuOH / tetrahydrofuran; aq. NH₃ / -78 °C

4.1: aq. HF / acetonitrile; methanol / 3 h / 20 °C

4.2: 0.263 g / pyridine / 2 h / 20 °C

5.1: 45 percent / HMDS / CH₂Cl₂ / 1.5 h / 20 °C

6.1: 0.247 g / MgI₂; HMDS / toluene / 2 h / 20 °C

7.1: RhCl₃*H₂O; K₂CO₃ / ethanol / 2 h / 60 °C

8.1: 94 percent / KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

9.1: O₃ / CH₂Cl₂ / -78 °C

9.2: 35 percent / DIBALH / CH₂Cl₂

10.1: 85 percent / Pd(OAc)2; PPh₃; Et₃N / methanol; dimethylformamide / 3.5 h

11.1: 5.6 mg / DIBAL-H / diethyl ether; hexane / -78 - 20 °C

12.1: 55 percent / (COCl)2; DMSO

With N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; rhodium(III) chloride; n-butyllithium; oxalyl dichloride; chromium trioxide-pyridine complex; hydrogen fluoride; lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; diisopropylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium iodide; tert-butyl alcohol; In tetrahydrofuran; methanol; ammonium hydroxide; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo0015568

Reference yield:

: 336102-07-9
(4aS,5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-4a,7,7-trimethyl-4,4,a,5,6,7,8-hexahydro-2(3H)-naphthalenone

: 37841-91-1
(+)-isovelleral

Guidance literature:: Multi-step reaction with 11 steps

1.1: 83 percent / diisopropylamine; BuLi; HMPA / tetrahydrofuran; hexane / 1.3 h / -20 °C

2.1: Li; t-BuOH / tetrahydrofuran; aq. NH₃ / -78 °C

3.1: aq. HF / acetonitrile; methanol / 3 h / 20 °C

3.2: 0.263 g / pyridine / 2 h / 20 °C

4.1: 45 percent / HMDS / CH₂Cl₂ / 1.5 h / 20 °C

5.1: 0.247 g / MgI₂; HMDS / toluene / 2 h / 20 °C

6.1: RhCl₃*H₂O; K₂CO₃ / ethanol / 2 h / 60 °C

7.1: 94 percent / KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

8.1: O₃ / CH₂Cl₂ / -78 °C

8.2: 35 percent / DIBALH / CH₂Cl₂

9.1: 85 percent / Pd(OAc)2; PPh₃; Et₃N / methanol; dimethylformamide / 3.5 h

10.1: 5.6 mg / DIBAL-H / diethyl ether; hexane / -78 - 20 °C

11.1: 55 percent / (COCl)2; DMSO

With N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; rhodium(III) chloride; n-butyllithium; oxalyl dichloride; hydrogen fluoride; lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; diisopropylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium iodide; tert-butyl alcohol; In tetrahydrofuran; methanol; ammonium hydroxide; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo0015568