Jolkinolide B

Base Information

• Chemical Name: Jolkinolide B
• CAS No.: 37905-08-1
• Molecular Formula: C20H26O4
• Molecular Weight: 330.41800
• NSC Number: 700087
• DSSTox Substance ID: DTXSID70958923
• Nikkaji Number: J18.288E
• Wikidata: Q27138168
• Metabolomics Workbench ID: 133762
• ChEMBL ID: CHEMBL404387
• Mol file: 37905-08-1.mol

Synonyms:jolkinolide B

Chemical Property of Jolkinolide B

Chemical Property:

• Vapor Pressure: 5.08E-10mmHg at 25°C
• Melting Point: 213-215℃
• Boiling Point: 497.1oC at 760 mmHg
• Flash Point: 219.8oC
• PSA: 51.36000
• Density: 1.28g/cm3
• LogP: 3.34860
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 330.18310931
• Heavy Atom Count: 24
• Complexity: 723

Purity/Quality:

98%Min ^*data from raw suppliers

Jolkinolide B ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C3C4(O3)CCC5C(CCCC5(C4C6C2(O6)OC1=O)C)(C)C
• Isomeric SMILES: CC1=C2[C@@H]3[C@]4(O3)CC[C@H]5[C@]([C@@H]4[C@@H]6[C@]2(O6)OC1=O)(CCCC5(C)C)C

Technology Process of Jolkinolide B

There total 6 articles about Jolkinolide B 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: 84.0%

jolkinolide A (37905-07-0,86746-85-2,97906-88-2) → jolkinolide B (86746-86-3,97906-89-3,37905-08-1)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In methanol; at 20 ℃; Cooling with ice;

Reference yield: 76.2%

jolkinolide A (37905-07-0,86746-85-2,97906-88-2) → jolkinolide B (37905-08-1,86746-86-3,97906-89-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;

DOI:10.1016/0040-4020(89)80132-2

Reference yield:

ent-8β,14β-epoxy-12-hydroxypodocarp-11(12)-en-13-one → jolkinolide B (86746-86-3,97906-89-3,37905-08-1)

Guidance literature:

Multi-step reaction with 3 steps

2: NaH / 1,2-dimethoxy-ethane / 0.08 h / Ambient temperature

3: m-chloroperbenzoic acid

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In 1,2-dimethoxyethane;

DOI:10.1039/c39830000330

upstream raw materials:

jolkinolide A

jolkinolide A

Refernces

• 1、 -. "Natural crag root of beijing euphorbia lactone Jolkinolide A and B synthetic method". Paragraph 13-15. . Retrieved 2017/08/23.
• 2、 Katsumura, Shigeo,Kimura, Akihiko,Isoe, Sachihiko. "TOTAL SYNTHESIS OF (+/-)-JOLKINOLIDE A, B, AND E UTILIZING A NEW MILD ESTERIFICATION FOLLOWED BY INTRAMOLECULAR WITTIG-HORNER REACTION". . p. 1337 - 1346. Retrieved 2007/10/02.