Benzylmorphine

Base Information

• Chemical Name: Benzylmorphine
• CAS No.: 14297-87-1
• Molecular Formula: C24H25 N O3
• Molecular Weight: 375.467
• European Community (EC) Number: 238-230-0
• UNII: 83C78V3OL9
• DSSTox Substance ID: DTXSID30162246
• Nikkaji Number: J8.495F
• Wikipedia: Benzylmorphine
• Wikidata: Q4083783
• Metabolomics Workbench ID: 146221
• Mol file: 14297-87-1.mol

Synonyms:Benzylmorphine;O3-Benzylmorphine;Morphine, benzyl-;3-O-Benzylmorphine;14297-87-1;DEA No. 9052;EINECS 238-230-0;UNII-83C78V3OL9;83C78V3OL9;3-Benzyloxy-4,5alpha-epoxy-17-methyl-7-morphinen-6alpha-ol;C24H25NO3;Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-17-methyl-3-(phenylmethoxy)-, (5-alpha,6-alpha)-;Morphinan-6-alpha-ol, 3-(benzyloxy)-7,8-didehydro-4,5-alpha-epoxy-17-methyl-;benzylmorphin;Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-17-methyl-3-(phenylmethoxy)-, (5.alpha.,6.alpha.)-;BENZYLMORPHINE [MI];SCHEMBL24880;IDS-NB-002;DTXSID30162246;Morphinan-6.alpha.-ol, 3-(benzyloxy)-7,8-didehydro-4,5.alpha.-epxoy-17-methyl-;(4R,4aR,7S,7aR,12bS)-3-methyl-9-phenylmethoxy-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol;DB01573;LS-91875;Q4083783;(5-alpha,6-alpha)-7,8-Didehydro-4,5-epoxy-17-methyl-3-(phenylmethoxy)morphinan-6-ol;Morfinan-6-ol, 7,8-didehidro-4,5-epoxi-17-metil-3-(fenilmetoxi)-, (5alfa, 6alfa)-;MORPHINAN-6-ALPHA-OL, 3-(BENZYLOXY)-7,8-DIDEHYDRO-4,5-ALPHA- EPOXY-17-METHYL-

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Chemical Property of Benzylmorphine

Chemical Property:

• Vapor Pressure: 4.85E-13mmHg at 25°C
• Boiling Point: 552.5°C at 760 mmHg
• Flash Point: 287.9°C
• Density: 1.33g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 375.18344366
• Heavy Atom Count: 28
• Complexity: 631

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)OCC6=CC=CC=C6)OC3C(C=C4)O
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OCC6=CC=CC=C6)O[C@H]3[C@H](C=C4)O

Technology Process of Benzylmorphine

There total 3 articles about Benzylmorphine 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: 76.0%

morphine hydrochloride (52-26-6) + benzyl chloride (100-44-7) → 3-O-benzylmorphine (14297-87-1)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 47h;

DOI:10.1002/recl.19861051205

Reference yield:

benzyl chloride (100-44-7) + MORPHIN (57-27-2) → 3-O-benzylmorphine (14297-87-1)

Guidance literature:

With sodium ethanolate;

Reference yield:

MORPHIN (57-27-2) → 3-O-benzylmorphine (14297-87-1)

Guidance literature:

at 115 ℃;

upstream raw materials:

benzyl chloride

MORPHIN

morphine hydrochloride

Downstream raw materials:

C₂₄H₂₅NO₃

(-)-3-benzyloxy-7,8-didehydro-4-methoxy-N-methylmorphinan-6-one

(-)-3-benzyloxy-7,8-didehydro-4-hydroxy-N-methylmorphinan-6-one

C₂₄H₂₈N₂O₂

Refernces