Levomethadyl acetate hydrochloride

Base Information

• Chemical Name: Levomethadyl acetate hydrochloride
• CAS No.: 43033-72-3
• Deprecated CAS: 5989-56-0
• Molecular Formula: C23H31 N O2 . Cl H
• Molecular Weight: 389.966
• Hs Code.: 2922199090
• European Community (EC) Number: 636-969-7
• UNII: B54CW5KG52
• DSSTox Substance ID: DTXSID7020500
• Wikidata: Q27274386
• NCI Thesaurus Code: C47583
• ChEMBL ID: CHEMBL1200817
• Mol file: 43033-72-3.mol

Synonyms:(3R,6R)-3-Acetoxy-6-dimethylamino-4,4-diphenylheptane;6-(Dimethylamino)-4,4-Diphenyl-3-Heptanol Acetate;Acemethadone;Acetylmethadol;Alphacetylmethadol;Amidolacetate;Dimepheptanol;LAAM;Levo alpha Acetylmethadol;Levo-alpha-Acetylmethadol;Levoacetylmethadol;Levomethadyl;Levomethadyl Acetate;Levomethadyl Acetate Hydrochloride;Methadol;Methadyl Acetate;ORLAAM

Chemical Property of Levomethadyl acetate hydrochloride

Chemical Property:

• Vapor Pressure: 1.68E-08mmHg at 25°C
• Melting Point: 215°
• Boiling Point: 456°Cat760mmHg
• Flash Point: 130°C
• PSA: 29.54000
• Density: g/cm³
• LogP: 5.45660
• Storage Temp.: 2-8°C
• Solubility.: H2O: >5mg/mL
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 389.2121570
• Heavy Atom Count: 27
• Complexity: 404

Purity/Quality:

99%, ^*data from raw suppliers

LAAM HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C.Cl
• Isomeric SMILES: CC[C@@H](C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C.Cl
• Uses: Analgesic (narcotic).

Technology Process of Levomethadyl acetate hydrochloride

There total 4 articles about Levomethadyl acetate hydrochloride 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: 84.0%

(3S,6S)-Methadol (14019-10-4) + acetyl chloride (75-36-5) → levomethadyl acetate hydrochloride (43033-72-3)

Guidance literature:

In ethyl acetate; for 2h; Heating;

DOI:10.1016/S0957-4166(03)00019-3

Reference yield:

Diphenylacetonitrile (86-29-3) → levomethadyl acetate hydrochloride (43033-72-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 33 percent / aq. NaOH; dibenzo-18-crown-6 / dimethylsulfoxide / 1 h / 45 - 50 °C

2: 53 percent / toluene / 135 - 140 °C / 3 Torr

3: 100 percent / CeCl₃*7H₂O; NaBH₄ / ethanol / 3 h / 20 °C

4: 84 percent / ethyl acetate / 2 h / Heating

With sodium hydroxide; sodium tetrahydroborate; dibenzo-18-crown-6; cerium(III) chloride; In ethanol; dimethyl sulfoxide; ethyl acetate; toluene; 2: Grignard reaction;

DOI:10.1016/S0957-4166(03)00019-3

Reference yield:

(S)-(+)-2,2-diphenyl-4-dimethylaminopentanenitrile (7576-08-1) → levomethadyl acetate hydrochloride (43033-72-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / toluene / 135 - 140 °C / 3 Torr

2: 100 percent / CeCl₃*7H₂O; NaBH₄ / ethanol / 3 h / 20 °C

3: 84 percent / ethyl acetate / 2 h / Heating

With sodium tetrahydroborate; cerium(III) chloride; In ethanol; ethyl acetate; toluene; 1: Grignard reaction;

DOI:10.1016/S0957-4166(03)00019-3

upstream raw materials:

(3S,6S)-Methadol

acetyl chloride

Diphenylacetonitrile

(S)-(+)-2,2-diphenyl-4-dimethylaminopentanenitrile

Refernces