(+)-Armepavine

Base Information

• Chemical Name: (+)-Armepavine
• CAS No.: 14400-96-5
• Molecular Formula: C19H23NO3
• Molecular Weight: 313.397
• Hs Code.: 2933499090
• UNII: 28W0AOI5PG
• DSSTox Substance ID: DTXSID701317364
• Nikkaji Number: J36.190I
• Wikidata: Q27254354
• ChEMBL ID: CHEMBL1186477
• Mol file: 14400-96-5.mol

Synonyms:armepavine;armepavine, (+-)-isomer;armepavine, (R)-isomer;armepavine, (S)-isomer

Chemical Property of (+)-Armepavine

Chemical Property:

• PSA: 41.93000
• LogP: 3.11900
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 313.16779360
• Heavy Atom Count: 23
• Complexity: 370

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC)OC
• Isomeric SMILES: CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC=C(C=C3)O)OC)OC

Technology Process of (+)-Armepavine

There total 26 articles about (+)-Armepavine 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: 95.0%

Pakistanamine (36506-66-8,53496-36-9) → (+)-1-O-methylpakistanine (36418-13-0) + 1-O-Methylkalashine (76372-26-4) + (S)-armepavine (14400-96-5,3423-14-1)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 10h;

DOI:10.1016/S0040-4039(00)78677-1

Reference yield: 80.0%

(S)-(+)-1-(4-triisopropylsilanyloxy)benzyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline (1344118-39-3) → (S)-armepavine (14400-96-5,3423-14-1)

Guidance literature:

With potassium fluoride; In water; N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo201871c

Reference yield:

6,7-dimethoxy-1-[[4-[5-(6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinyl)methyl-2-methoxy]phenoxy]benzyl]-2-methyl-1,2,3,4-tetrahydroisoquinoline (228271-22-5) → (S)-armepavine (14400-96-5,3423-14-1) + armepavine (524-20-9,3423-14-1) + (R)-(-)-O-methylarmepavine (3423-02-7,13425-06-4) + (R)-O-methylarmepavine (5701-00-8,13425-06-4)

Guidance literature:

With ammonia; sodium; In 1,4-dioxane; at -78 ℃; for 2h;

DOI:10.1002/ejoc.201301128

upstream raw materials:

Pakistanamine

O-methyl-hayatidin

(S,R)-hayatidin

1-[4-(triisopropylsilyloxy)benzyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline