Verrucarol, (+/-)-

Base Information

• Chemical Name: Verrucarol, (+/-)-
• CAS No.: 2198-92-7
• Molecular Formula: C15H22 O4
• Molecular Weight: 266.33
• European Community (EC) Number: 633-621-6
• UNII: 4FAZ232G4J,16Z45187LG
• Nikkaji Number: J34.207F
• Wikidata: Q63396582
• ChEMBL ID: CHEMBL504718
• Mol file: 2198-92-7.mol

Synonyms:verrucarol

Chemical Property of Verrucarol, (+/-)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 422°Cat760mmHg
• Flash Point: 209°C
• PSA: 62.22000
• Density: 1.3g/cm³
• LogP: 1.01250
• Storage Temp.: −20°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 266.15180918
• Heavy Atom Count: 19
• Complexity: 461

Purity/Quality:

98%min ^*data from raw suppliers

Verrucarol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+
• Statements: 26/27/28-36/37/38
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2C(CC1)(C3(C(CC(C34CO4)O2)O)C)CO
• Isomeric SMILES: CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H](C[C@H]([C@@]34CO4)O2)O)C)CO

Technology Process of Verrucarol, (+/-)-

There total 42 articles about Verrucarol, (+/-)- 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: 100.0%

diacetyl verrucarol (2198-94-9,123301-16-6) → verrucarol (2198-92-7,80514-49-4,123301-12-2)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(00)74548-5

Reference yield: 81.0%

C15H21BrO4 (200420-53-7) → verrucarol (2198-92-7)

Guidance literature:

With silver; zinc; In tetrahydrofuran; ethanol; Heating;

DOI:10.1016/S0040-4039(97)10209-X

Reference yield:

epiisororidin E → verrucarol (2198-92-7)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2017.07.048

upstream raw materials:

roridin J

trichoverrol A

trichoverrol B

trichoverrin A

Downstream raw materials:

Trichoverrol B

trichodermol

C₁₇H₂₄O₄

trichoverrin B

Refernces

• 1、 Matsumoto, Manami,Ito, Atsushi,Tonouchi, Akio,Okazaki, Masaaki,Hashimoto, Masaru. "Stereochemical correction and total structure of roridin J". . p. 5430 - 5435. Retrieved 2017.
• 2、 Ishihara, Jun,Nonaka, Rie,Terasawa, Yuki,Shiraki, Ryota,Yabu, Kazuo,Kataoka, Hiromi,Ochiai, Yuichi,Tadano, Kin-Ichi. "Total synthesis of (-)-verrucarol, a component of naturally occurring verrucarin A". . p. 8311 - 8314. Retrieved 2007/10/03.