(5alpha,6beta)-4,5-Epoxy-17-(2-propen-1-YL)morphinan-3,6,14-triol

Base Information

• Chemical Name: (5alpha,6beta)-4,5-Epoxy-17-(2-propen-1-YL)morphinan-3,6,14-triol
• CAS No.: 53154-12-4
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.396
• UNII: QY92ZV4EHS
• DSSTox Substance ID: DTXSID80201230
• Nikkaji Number: J1.153.674C
• Mol file: 53154-12-4.mol

Synonyms:beta-Naloxol;.BETA.-NALOXOL;6.BETA.-NALOXOL;.BETA.-NALOXOL [MI];SCHEMBL22224716;DTXSID80201230;PD057723;N-ALLYL-14-HYDROXY-7,8-DIHYDRONORISOMORPHINE;(5.ALPHA.,6.BETA.)-4,5-EPOXY-17-(2-PROPEN-1-YL)MORPHINAN-3,6,14-TRIOL;MORPHINAN-3,6,14-TRIOL, 4,5-EPOXY-17-(2-PROPEN-1-YL)-, (5.ALPHA.,6.BETA.)-;MORPHINAN-3,6,14-TRIOL, 4,5-EPOXY-17-(2-PROPENYL)-, (5.ALPHA.,6.BETA.)-

Chemical Property of (5alpha,6beta)-4,5-Epoxy-17-(2-propen-1-YL)morphinan-3,6,14-triol

Chemical Property:

• Vapor Pressure: 1.51E-10mmHg at 25°C
• Boiling Point: 493.3°Cat760mmHg
• Flash Point: 252.1°C
• PSA: 52.93000
• Density: 1.35g/cm³
• LogP: 1.91620
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 329.16270821
• Heavy Atom Count: 24
• Complexity: 556

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

6β-Naloxol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN1CCC23C4C(CCC2(C1CC5=C3C(=C(C=C5)O)O4)O)O
• Isomeric SMILES: C=CCN1CC[C@]23[C@@H]4[C@@H](CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O)O

Technology Process of (5alpha,6beta)-4,5-Epoxy-17-(2-propen-1-YL)morphinan-3,6,14-triol

There total 17 articles about (5alpha,6beta)-4,5-Epoxy-17-(2-propen-1-YL)morphinan-3,6,14-triol 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: 71.0%

C28H28N2O8 → 6β-Naloxol (53154-12-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.166667h; Heating;

DOI:10.1016/S0040-4020(01)85541-1

Reference yield: 65.0%

C19H21NO4 (735241-31-3) → 6β-Naloxol (53154-12-4)

Guidance literature:

With hydrogen; palladium on activated charcoal;

Reference yield:

Naloxone (465-65-6) → 6β-Naloxol (53154-12-4) + 6α-naloxol (20410-95-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol;

DOI:10.1021/jo00889a007

upstream raw materials:

Naloxone

17-allyl-4,5α-epoxy-3,6ξ,14-tris-(toluene-4-sulfonyloxy)-morphinane

C₂₀H₂₇NO₄

C₁₉H₂₁NO₄

Downstream raw materials:

C₃₃H₃₆NO₇P