Morphine, O(sup6)-methyl-

Base Information

• Chemical Name: Morphine, O(sup6)-methyl-
• CAS No.: 639-47-4
• Molecular Formula: C18H21 N O3
• Molecular Weight: 299.37
• NSC Number: 134601
• Mol file: 639-47-4.mol

Synonyms:Morphine, O6-methyl-;Morphine, O(sup6)-methyl-;NSC-134601;6-METHYL-MORPHINE ETHER;BDBM86950;NSC134601;CAS_5462505;NSC_5462505;Morphinan-3-ol,8-didehydro-4,5-.alpha.-epoxy-6.alpha.-methoxy-17-methyl-;WLN: T B6566 B6/CO 4ABBC R BX HO PN DU GHT&&TTJ FO1 JQ P1;Morphinan-3-ol,8-didehydro-4,5-epoxy-6-methoxy-17-methyl-, (5.alpha.,6.alpha.)-

Chemical Property of Morphine, O(sup6)-methyl-

Chemical Property:

• Boiling Point: 448.9°Cat760mmHg
• Flash Point: 225.3°C
• PSA: 41.93000
• Density: 1.34g/cm³
• LogP: 1.79010
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 299.15214353
• Heavy Atom Count: 22
• Complexity: 509

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)OC

Technology Process of Morphine, O(sup6)-methyl-

There total 2 articles about Morphine, O(sup6)-methyl- 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: 25.0%

MORPHIN (57-27-2) + methyl iodide (74-88-4) → morphine 6-Methyl Ether (639-47-4)

Guidance literature:

MORPHIN; With potassium hydride; In tetrahydrofuran; at 20 ℃; for 16.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; for 4.25h; Inert atmosphere;

DOI:10.1093/nar/gkw1097

Reference yield:

3-acetoxy-4,5α-epoxy-6α-methoxy-17-methyl-morphin-7-ene (57093-46-6) → morphine 6-Methyl Ether (639-47-4)

Guidance literature:

With sodium hydroxide; In methanol; for 8h; Heating;

DOI:10.1021/jm701457j

Reference yield:

morphine 6-Methyl Ether (639-47-4) → oripavine (467-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Py / 2.5 h / Ambient temperature

2: MnO₂ / tetrahydrofuran

3: aq. NaOH / methanol

With pyridine; manganese(IV) oxide; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jm00245a006

upstream raw materials:

MORPHIN

methyl iodide

3-acetoxy-4,5α-epoxy-6α-methoxy-17-methyl-morphin-7-ene

Downstream raw materials:

3-acetyloripavine

oripavine

Refernces

• 1、 Cunningham, Christopher W.,Mercer, Susan L.,Hassan, Hazem E.,Traynor, John R.,Eddington, Natalie D.,Coop, Andrew. "Opioids and efflux transporters. Part 2: P-glycoprotein substrate activity of 3- and 6-substituted morphine analogs". . p. 2316 - 2320. Retrieved 2008/12/22.