Metazocine, (+)-

Base Information

• Chemical Name: Metazocine, (+)-
• CAS No.: 67009-58-9
• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.338
• UNII: 2AO0073XHO,670ER53976
• DSSTox Substance ID: DTXSID80110075
• Nikkaji Number: J500.426H
• Wikidata: Q81977122

Synonyms:cis-(+)-Metazocine;Metazocine, (+)-;(+)-Metazocine;alpha-(+)-Metazocine;Metazocine (2S,6S,11S)-form [MI];UNII-670ER53976;67009-58-9;670ER53976;2,6-Methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-3,6,11-trimethyl-, (2S,6S,11S)-;2AO0073XHO;.ALPHA.-(+)-METAZOCINE;DTXSID80110075;BDBM224016;METAZOCINE, CIS-(+/-)-;METAZOCINE 11R-CIS-(+/-)-;METAZOCINE (+/-)-CIS-FORM [MI];(2S,6S,11S)-1,2,3,4,5,6-HEXAHYDRO-3,6,11-TRIMETHYL-2,6-METHANO-3-BENZAZOCIN-8-OL;2,6-METHANO-3-BENZAZOCIN-8-OL, 1,2,3,4,5,6-HEXAHYDRO-3,6,11-TRIMETHYL-, (2R,6R,11R)-REL-;2,6-METHANO-3-BENZAZOCIN-8-OL, 1,2,3,4,5,6-HEXAHYDRO-3,6,11-TRIMETHYL-, (2S-(2.ALPHA.,6.ALPHA.,11R*))-

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Metazocine, (+)-

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 231.162314293
• Heavy Atom Count: 17
• Complexity: 305

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CC3=C(C1(CCN2C)C)C=C(C=C3)O
• Isomeric SMILES: C[C@@H]1[C@@H]2CC3=C([C@]1(CCN2C)C)C=C(C=C3)O

Technology Process of Metazocine, (+)-

There total 24 articles about Metazocine, (+)- 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: 70.0%

(2S,3S)-2-(4-methoxybenzyl)-1,3,4-trimethyl-4-piperidinol → C15H21NO (36402-80-9,75257-89-5,1509-00-8) + (+)-metazocine (67009-58-9,36402-80-9,75257-89-5,1509-00-8)

Guidance literature:

With hydrogen bromide; Heating;

DOI:10.1021/ol990738p

Reference yield: 60.0%

(S)-N-methyl-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine (70386-87-7) → (+)-metazocine (67009-58-9,36402-80-9,75257-89-5,1509-00-8)

Guidance literature:

With hydrogen bromide; at 135 ℃; for 25h;

DOI:10.1021/ja00312a029

Reference yield:

→ 8-Hydroxy-2,6-methano-3,6α,11α-trimethyl-1,2,3,4,5,6-hexahydro-3-benzazocin (3734-52-9,21286-57-7,21286-60-2,25144-79-0,25145-09-9,58640-79-2,64023-94-5,67009-58-9,69831-04-5,36402-80-9,75257-89-5,1509-00-8)

Guidance literature:

2-(4-Hydroxy-benzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydro-pyridin*HCl, AlBr3 (Hauptprod. neben 17percent β-Isomeres);

DOI:10.1021/jo01044a522

upstream raw materials:

(+/-)-3,6,11syn-trimethyl-8-nitro-1,2,3,4,5,6-hexahydro-2,6-methano-benz[d]azocine; hydrochloride

4-methoxybenzylmagnesium chloride

1,3,4-trimethylpyridinium iodide

formaldehyd

Downstream raw materials:

(+)-6,11syn-dimethyl-3-phenethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benz[d]azocin-8-ol

Thiobenzoic acid S-((2R,6R,11R)-3,6,11-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-yl) ester

Thiobenzoic acid S-((2S,6S,11S)-3,6,11-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-yl) ester

Thiobenzoic acid S-((6R,11R)-3,6,11-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-yl) ester