Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl-

Base Information

• Chemical Name: Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl-
• CAS No.: 4778-96-5
• Molecular Formula: C24H27NO4
• Molecular Weight: 393.483
• UNII: JD4S8J3CMK
• DSSTox Substance ID: DTXSID70963936
• Wikipedia: RAM-378
• Wikidata: Q7275744
• Mol file: 4778-96-5.mol

Synonyms:RAM-378;JD4S8J3CMK;Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl-;4778-96-5;7,8-Dihydro-14-hydroxy-N-phenethylnormorphine;4,5-alpha-Epoxy-17-phenethylmorphinan-3,6-alpha,14-triol;Morphinan-3,6-alpha,14-triol, 4,5-alpha-epoxy-17-phenethyl-;Morphinan-3,6,14-triol, 4,5-epoxy-17-(2-phenylethyl)-, (5-alpha,6-alpha)-;UNII-JD4S8J3CMK;SCHEMBL21110861;DTXSID70963936;N-Phenethyl-14-hydroxydihydronormorphine;LS-92178;Q7275744;(5alpha,6alpha)-4,5-Epoxy-17-(2-phenylethyl)morphinan-3,6,14-triol;Morphinan-3,6,14-triol, 4,5-epoxy-17-(2-phenylethyl)-, (5alpha,6alpha)-;(4R,4aS,7S,7aR,12bS)-3-(2-phenylethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol

Chemical Property of Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl-

Chemical Property:

• Vapor Pressure: 1.75E-15mmHg at 25°C
• Boiling Point: 604.9°Cat760mmHg
• Flash Point: 319.6°C
• PSA: 73.16000
• Density: 1.42g/cm³
• LogP: 2.08780
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 393.19400834
• Heavy Atom Count: 29
• Complexity: 638

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(C3CC4=C5C2(CCN3CCC6=CC=CC=C6)C(C1O)OC5=C(C=C4)O)O
• Isomeric SMILES: C1C[C@]2([C@H]3CC4=C5[C@@]2(CCN3CCC6=CC=CC=C6)[C@H]([C@H]1O)OC5=C(C=C4)O)O

Technology Process of Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl-

There total 8 articles about Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl- 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: 63.0%

4,5α-epoxy-3-methoxy-17-phenethyl-morphinane-6α,14-diol (6474-98-2) → 4,5α-epoxy-17-phenethyl-morphinane-3,6α,14-triol (4778-96-5)

Guidance literature:

With boron tribromide; In chloroform; at 0 - 5 ℃; for 1h;

DOI:10.1007/BF00817599

Reference yield:

6α,14β-diacetoxy-4,5percenta-epoxy-3-methoxy-17-methyl-morphinan (67210-64-4) → 4,5α-epoxy-17-phenethyl-morphinane-3,6α,14-triol (4778-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / CHCl₃ / 16 h / Heating

2: 10percent aq. HCl / 16 h / Heating

3: 56 percent / NaHCO₃ / dimethylformamide / 20 h / 70 °C

4: 63 percent / BBr₃ / CHCl₃ / 1 h / 0 - 5 °C

With hydrogenchloride; boron tribromide; sodium hydrogencarbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1007/BF00817599

Reference yield:

beta-Noroxycodol (116499-16-2) → 4,5α-epoxy-17-phenethyl-morphinane-3,6α,14-triol (4778-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / NaHCO₃ / dimethylformamide / 20 h / 70 °C

2: 63 percent / BBr₃ / CHCl₃ / 1 h / 0 - 5 °C

With boron tribromide; sodium hydrogencarbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1007/BF00817599

upstream raw materials:

4,5α-epoxy-3-methoxy-17-phenethyl-morphinane-6α,14-diol

beta-Noroxycodol

1-phenyl-2-bromoethane

C₂₂H₂₄N₂O₆

Refernces