Dihydromacarpine

Base Information

• Chemical Name: Dihydromacarpine
• CAS No.: 77785-12-7
• Molecular Formula: C₂₂H₁₉NO₆
• Molecular Weight: 393.396
• DSSTox Substance ID: DTXSID50331513
• Nikkaji Number: J613.285E
• Wikidata: Q3707631
• Metabolomics Workbench ID: 51130
• Mol file: 77785-12-7.mol

Synonyms:Dihydromacarpine;77785-12-7;11,15-dimethoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14,16,21-octaene;5,7-dimethoxy-13-methyl-13,14-dihydro-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine;C05316;SCHEMBL891671;CHEBI:18029;DTXSID50331513;Q3707631;13,14-Dihydro-5,7-dimethoxy-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine

Chemical Property of Dihydromacarpine

Chemical Property:

• Vapor Pressure: 5.91E-16mmHg at 25°C
• Boiling Point: 633.5°C at 760 mmHg
• Flash Point: 191.3°C
• PSA: 58.62000
• Density: 1.396g/cm³
• LogP: 3.99620
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 393.12123733
• Heavy Atom Count: 29
• Complexity: 620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC2=C3C(=CC(=C2C4=C1C5=CC6=C(C=C5C(=C4)OC)OCO6)OC)OCO3

Technology Process of Dihydromacarpine

There total 14 articles about Dihydromacarpine 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: 53.0%

formic acid (64-18-6) + C21H15NO6 (77785-13-8) → dihydromacarpine (77785-12-7)

Guidance literature:

With sodium tetrahydroborate;

Reference yield: 42.0%

4-methoxy-2-(2-methoxy-4,5-methylenedioxyphenyl)-1-(N-methylformamido)-6,7-methylenedioxynaphthalene (168098-72-4) → dihydromacarpine (77785-12-7)

Guidance literature:

4-methoxy-2-(2-methoxy-4,5-methylenedioxyphenyl)-1-(N-methylformamido)-6,7-methylenedioxynaphthalene; With trichlorophosphate; at 70 ℃; for 4h;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

DOI:10.1002/anie.201810652

Reference yield: 31.0%

4-methoxy-2-(2-methoxy-4,5-methylenedioxyphenyl)-1-(N-methylformamido)-6,7-methylenedioxynaphthalene (168098-72-4) → dihydromacarpine (77785-12-7) + 5-methoxy-2,3-(1-methoxy-8-oxabicyclo[3.2.1]octeno)-1-methyl-7,8-methylenedioxybenz[g]indole

Guidance literature:

4-methoxy-2-(2-methoxy-4,5-methylenedioxyphenyl)-1-(N-methylformamido)-6,7-methylenedioxynaphthalene; With trichlorophosphate; at 80 ℃; for 4h;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/jo0012849

upstream raw materials:

formic acid

C₂₁H₁₅NO₆

oxymacarpine

macarpine chloride