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(2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol

Base Information Edit
  • Chemical Name:(2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol
  • CAS No.:7361-76-4
  • Molecular Formula:C19H27NO
  • Molecular Weight:285.429
  • Hs Code.:
  • European Community (EC) Number:635-312-1,811-426-9
  • Metabolomics Workbench ID:143372
  • Pharos Ligand ID:GPD2C2FH4PZJ,GPDHKF9UX1CY
  • Mol file:7361-76-4.mol
(2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol

Synonyms:(+)-Pentazocine;7488-49-5;(-)-PENTAZOCINE;(2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol;PDSP1_001674;AKOS025147377;PD069642

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Chemical Property of (2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol Edit
Chemical Property:
  • Boiling Point:403.5±45.0 °C(Predicted) 
  • PKA:10.10±0.60(Predicted) 
  • PSA:23.47000 
  • Density:1.036±0.06 g/cm3(Predicted) 
  • LogP:3.82050 
  • XLogP3:3.3
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:2
  • Exact Mass:285.209264485
  • Heavy Atom Count:21
  • Complexity:414
Purity/Quality:
Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 20/21/22 
  • Safety Statements: 36 
MSDS Files:
Useful:
  • Canonical SMILES:CC1C2CC3=C(C1(CCN2CC=C(C)C)C)C=C(C=C3)O
  • Isomeric SMILES:C[C@H]1[C@H]2CC3=C([C@]1(CCN2CC=C(C)C)C)C=C(C=C3)O
  • Uses Mixed opioid agonist-antagonist. Controlled substance. Analgesic (narcotic).
Technology Process of (2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol

There total 29 articles about (2R,6R,11R)-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(3-methyl-2-buten-1-yl)-2,6-methano-3-benzazocin-8-ol 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:
Guidance literature:
With sodium thioethylate; In N,N-dimethyl-formamide; at 130 ℃; for 5h;
DOI:10.1021/ja0360539
Guidance literature:
Multi-step reaction with 7 steps
1.1: (η3-C3H5PdCl)2; (R,R)-bridged dihydroanthracene derivative ligand; Cs2CO3 / 1,2-dimethoxy-ethane / 0.25 h / 20 °C
1.2: 1,2-dimethoxy-ethane / 0.08 h / 20 °C
2.1: 98 percent / t-BuOK / tetrahydrofuran / 20 °C
3.1: 82 percent / NMO; aq. OsO4 / tetrahydrofuran / 5 h / 20 °C
4.1: 92 percent / aq. NaIO4 / tetrahydrofuran / 1 h / 20 °C
5.1: MgSO4 / tetrahydrofuran; methanol / 20 °C
5.2: 85 percent / NaBH4 / tetrahydrofuran; methanol / 1 h
6.1: 100 percent / iPr2NH; tetramethylenediamine; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
7.1: 94 percent / NaSEt / dimethylformamide / 5 h / 130 °C
With sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; bis(η3-allyl-μ-chloropalladium(II)); N,N,N,N,-tetramethylethylenediamine; (R,R)-bridged dihydroanthracene derivative ligand; potassium tert-butylate; magnesium sulfate; caesium carbonate; diisopropylamine; sodium thioethylate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide; 2.1: Wittig olefination;
DOI:10.1021/ja0360539