1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, N-oxide, (R-(R*,R*))-

Base Information

• Chemical Name: 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, N-oxide, (R-(R*,R*))-
• CAS No.: 1850-90-4
• Molecular Formula: C22H23NO8
• Molecular Weight: 429.4199
• DSSTox Substance ID: DTXSID50171698
• Mol file: 1850-90-4.mol

Synonyms:l-beta-Narcotine N-oxide;1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, N-oxide, (R-(R*,R*))-;1850-90-4;C22-H23-N-O8;C22H23NO8;DTXSID50171698;LS-84378

Chemical Property of 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, N-oxide, (R-(R*,R*))-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 429.14236669
• Heavy Atom Count: 31
• Complexity: 692

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CCC2=CC3=C(C(=C2C1C4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3)[O-]
• Isomeric SMILES: C[N+]1(CCC2=CC3=C(C(=C2[C@@H]1C4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3)[O-]

Technology Process of 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, N-oxide, (R-(R*,R*))-

There total 4 articles about 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, N-oxide, (R-(R*,R*))- 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%

noscapine (128-62-1) → α-narcotine N-oxide (54383-36-7,1850-90-4)

Guidance literature:

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; In chloroform; at -5 ℃; for 1h;

DOI:10.1002/cmdc.201300395

Reference yield: 90.0%

noscapine (10421-76-8) → narcotine N-oxide (115940-16-4,115940-18-6,880353-82-2,1850-90-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1021/ac00278a072

Reference yield:

noscapine (10421-76-8) → α-narcotine N-oxide (54383-36-7,1850-90-4) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With dihydrogen peroxide;

upstream raw materials:

noscapine

noscapine

Downstream raw materials:

noscapine

(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-9-(4-fluorophenyl)-4-methoxy-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-9-(3-fluorophenyl)-4-methoxy-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

(5R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-9-(2-fluorophenyl)-4-methoxy-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

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