Sclerotiorin

Base Information

• Chemical Name: Sclerotiorin
• CAS No.: 549-23-5
• Molecular Formula: C₂₁H₂₃ClO₅
• Molecular Weight: 390.864
• Hs Code.: 29411000
• UNII: BA54VZ8Z50
• DSSTox Substance ID: DTXSID101043739
• Nikkaji Number: J16.226D
• Wikipedia: Sclerotiorin
• Wikidata: Q15424763
• Pharos Ligand ID: Q196BMAMBJND
• Metabolomics Workbench ID: 122093
• ChEMBL ID: CHEMBL1095515
• Mol file: 549-23-5.mol

Synonyms:sclerotiorin;sclerotiorin, (S-(R*,R*-(E,E)))-isomer

Chemical Property of Sclerotiorin

Chemical Property:

• Vapor Pressure: 1.75E-09mmHg at 25°C
• Melting Point: 206-207℃
• Boiling Point: 482.9 °C at 760 mmHg
• Flash Point: 163.6 °C
• PSA: 69.67000
• Density: 1.23 g/cm³
• LogP: 4.29950
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 390.1234015
• Heavy Atom Count: 27
• Complexity: 841

Purity/Quality:

99% ^*data from raw suppliers

Sclerotiorin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C=C(C)C=CC1=CC2=C(C(=O)C(C(=O)C2=CO1)(C)OC(=O)C)Cl
• Isomeric SMILES: CC[C@H](C)/C=C(\C)/C=C/C1=CC2=C(C(=O)[C@](C(=O)C2=CO1)(C)OC(=O)C)Cl
• Uses: Sclerotiorin is a natural product isolated primarily from?Penicilliumspecies.

Technology Process of Sclerotiorin

There total 14 articles about Sclerotiorin 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: 52.0%

C21H24O5 (1358912-14-7) → (Ξ)-7-acetoxy-5-chloro-3-((S)-3,5-dimethyl-hepta-1,3t-dien-t-yl)-7-methyl-isochromene-6,8-dione (549-23-5,58976-45-7,103033-42-7)

Guidance literature:

With N-chloro-succinimide; acetic acid; at 20 ℃; for 3h;

Reference yield:

2,4-dihydroxy-6-[(7S)-5,7-dimethyl-2-oxo-trans-3-trans-5-nonadienyl]-3-methylbenzaldehyde → (Ξ)-7-acetoxy-5-chloro-3-((S)-3,5-dimethyl-hepta-1,3t-dien-t-yl)-7-methyl-isochromene-6,8-dione (549-23-5,58976-45-7,103033-42-7)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / 2 h / 20 - 100 °C

2: 1.25 h / 18 °C

3: acetic acid; N-chloro-succinimide / 3 h / 20 °C

With N-chloro-succinimide; acetic acid;

Reference yield:

C19H23O3(1+)*C7H7O3S(1-) (1448460-82-9) → (Ξ)-7-acetoxy-5-chloro-3-((S)-3,5-dimethyl-hepta-1,3t-dien-t-yl)-7-methyl-isochromene-6,8-dione (549-23-5,58976-45-7,103033-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.25 h / 18 °C

2: acetic acid; N-chloro-succinimide / 3 h / 20 °C

With N-chloro-succinimide; acetic acid;

upstream raw materials:

C₁₉H₂₃O₃⁽¹⁺⁾*C₇H₇O₃S^(1-)

C₂₁H₂₄O₅

6-ethynyl-2,4-dihydroxy-3-methylbenzaldehyde

2-iodo-4,6-dihydroxy-5-methylbenzaldehyde

Downstream raw materials:

formic acid

(+)-(2E,4E,6S)-4,6-dimethylocta-2,4-dienoic acid