7-Acetoxymitragynine

Base Information

• Chemical Name: 7-Acetoxymitragynine
• CAS No.: 174418-81-6
• Molecular Formula: C₂₅H₃₂N₂O₆
• Molecular Weight: 456.539
• UNII: KJD0WGJ0NY
• ChEMBL ID: CHEMBL301482
• Mol file: 174418-81-6.mol

Synonyms:7-Acetoxymitragynine;KJD0WGJ0NY;UNII-KJD0WGJ0NY;O-Acetylmitragynine hydroxyindolenine;174418-81-6;Indolo(2,3-a)quinolizine-2-acetic acid, 7a-(acetyloxy)-3-ethyl-1,2,3,4,6,7,7a,12b-octahydro-8-methoxy-alpha-(methoxymethylene)-, methyl ester, (alphaE,2S,3S,7aS,12bS)-;CHEMBL301482;SCHEMBL18197481;INDOLO(2,3-A)QUINOLIZINE-2-ACETIC ACID, 7A-(ACETYLOXY)-3-ETHYL-1,2,3,4,6,7,7A,12B-OCTAHYDRO-8-METHOXY-.ALPHA.-(METHOXYMETHYLENE)-, METHYL ESTER, (.ALPHA.E,2S,3S,7AS,12BS)-

Chemical Property of 7-Acetoxymitragynine

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 456.22603674
• Heavy Atom Count: 33
• Complexity: 826

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1CN2CCC3(C(=NC4=C3C(=CC=C4)OC)C2CC1C(=COC)C(=O)OC)OC(=O)C
• Isomeric SMILES: CC[C@@H]1CN2CC[C@]3(C(=NC4=C3C(=CC=C4)OC)[C@@H]2C[C@@H]1/C(=C\OC)/C(=O)OC)OC(=O)C

Technology Process of 7-Acetoxymitragynine

There total 1 articles about 7-Acetoxymitragynine 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: 29.0%

lead(IV) tetraacetate (546-67-8) + mitragynine (4098-40-2,4697-67-0,14382-79-7,14509-92-3,6202-22-8) + 1,3-Dimethoxybenzene (151-10-0) → O-Acetylmitragynine hydroxyindolenine (174418-81-6) + (E)-2-[(2S,3S,7aS,12bS)-7a-(2,4-Dimethoxy-phenyl)-3-ethyl-8-methoxy-1,2,3,4,6,7,7a,12b-octahydro-indolo[2,3-a]quinolizin-2-yl]-3-methoxy-acrylic acid methyl ester + 2-[7'a-acetoxy-3,3'-diethyl-8,8'-dimethoxy-2'-(2-methoxy-1-methoxycarbonyl-vinyl)-1,3,4,6,7,12b,1',2',3',4',6',7',7'a,12'b-tetradecahydro-2H-[7a,10']bi[indolo[2,3-a]quinolizinyl]-2-yl]-3-methoxy-acrylic acid methyl ester

Guidance literature:

In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1248/cpb.50.960

Reference yield: 95.0%

O-Acetylmitragynine hydroxyindolenine (174418-81-6) → Mitragynine hydroxyindolenine (174418-82-7)

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃; for 2h;

DOI:10.1021/jm010576e

upstream raw materials:

lead(IV) tetraacetate

mitragynine

1,3-Dimethoxybenzene

Downstream raw materials:

Mitragynine hydroxyindolenine

Refernces