Meconin

Base Information

• Chemical Name: Meconin
• CAS No.: 569-31-3
• Molecular Formula: C10H10 O4
• Molecular Weight: 194.187
• Hs Code.: 2932209090
• European Community (EC) Number: 209-311-8
• NSC Number: 35547
• UNII: MK5R222CG0
• DSSTox Substance ID: DTXSID60205433
• Nikkaji Number: J6.529C
• Wikidata: Q27284078
• Metabolomics Workbench ID: 45676
• ChEMBL ID: CHEMBL1333869
• Mol file: 569-31-3.mol

Synonyms:meconin

Chemical Property of Meconin

Chemical Property:

• Vapor Pressure: 9.62E-07mmHg at 25°C
• Melting Point: 103℃
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 404.2°Cat760mmHg
• Flash Point: 185.1°C
• PSA: 44.76000
• Density: 1.26g/cm³
• LogP: 1.37420
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 2.5g/L(25 oC)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

99%, ^*data from raw suppliers

Meconin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(COC2=O)C=C1)OC

Technology Process of Meconin

There total 81 articles about Meconin 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: 94.0%

3-hydroxy-6,7-dimethoxy-3H-isobenzofuran-1-one (479-87-8) → meconin (569-31-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; 1.)2 h, 0-5 deg C, 2.) 12 h, 25 deg C;

DOI:10.1021/jo00162a011

Reference yield: 80.0%

5-((R)-4,5-Dimethoxy-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-6-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium (78179-06-3) → meconin (569-31-3) + (-)-β-hydrastine (118-08-1,4370-85-8,29617-43-4,53950-51-9,60594-55-0,60827-73-8,73554-66-2,85280-16-6,85280-18-8)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol;

Reference yield: 74.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,3-dimethoxybenzoic acid (1521-38-6) → meconin (569-31-3)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 50 - 60 ℃; for 24h;

DOI:10.3987/COM-13-12843

upstream raw materials:

beta-hydrastine

chloroformic acid ethyl ester

formaldehyd

2,3-dimethoxybenzoic acid

Downstream raw materials:

3,4-dimethoxy-phthalic acid

opianic acid

methyl 6-formyl-2,3-dimethoxybenzoate

(±)-β-N-demethyl noscapine

Refernces

• 1、 Cheng, Maosheng,Li, Jihui,Liu, Yongxiang,Meng, Jiaxin,Qin, Qiaohua,Song, Xinjing,Wu, Tianxiao,Zhao, Dongmei,Zheng, Yang. "Studies on asymmetric total synthesis of (?)-β-hydrastineviaa chiral epoxide ring-opening cascade cyclization strategy". . p. 18953 - 18958. Retrieved 2020/06/08.
• 2、 Mao, Yongjun,Song, Shuai,Zhao, Dongmei,Cheng, Maosheng. "A new total synthesis of (±)-α-noscapine". . p. 2633 - 2640. Retrieved 2014/01/06.