(S)-Methylenedioxyethylamphetamine

Base Information

• Chemical Name: (S)-Methylenedioxyethylamphetamine
• CAS No.: 114612-26-9
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.272
• UNII: 23Y2GY4AJG
• Nikkaji Number: J759.170E
• Wikidata: Q27253787

Synonyms:(+--)-N-ethyl-alpha-methyl-3,4-(methylenedioxy)phenethylamine;(R)-3,4-methylenedioxyethylamphetamine;(R)-isomer of 3,4-methylenedioxyethamphetamine;(R)-methylenedioxyethylamphetamine;(R,S)-N-ethyl-3,4-methylenedioxyamphetamine;(S)-3,4-methylenedioxyethylamphetamine;(S)-isomer of 3,4-methylenedioxyethamphetamine;(S)-methylenedioxyethylamphetamine;1,3-benzodioxole-5-ethanamine, N-ethyl-alpha-methyl-;1,3-benzodioxole-5-ethanamine, N-ethyl-alpha-methyl-, hydrochloride (1:1);3,4-methylenedioxyethamphetamine;3,4-methylenedioxyethylamphetamine;3,4-methylenedioxyethylamphetamine hydrochloride;D-3,4-methylenedioxyethylamphetamine;EVE (amphetamine);HCl of 3,4-methylenedioxyethamphetamine;MDE (-)-;MDE hydrochloride;MDE, (+)-;MDEA;MDEA hydrochloride;methylenedioxyethamphetamine;methylenedioxyethamphetamine hydrochloride;N-ethyl-3,4-methylenedioxyamphetamine;N-ethyl-MDA;N-MDE

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Chemical Property of (S)-Methylenedioxyethylamphetamine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCNC(C)CC1=CC2=C(C=C1)OCO2
• Isomeric SMILES: CCN[C@@H](C)CC1=CC2=C(C=C1)OCO2

Technology Process of (S)-Methylenedioxyethylamphetamine

There total 6 articles about (S)-Methylenedioxyethylamphetamine 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: 68.0%

1-(1,3-benzodioxol-5-yl)-2-propanone (4676-39-5) + ethylamine (75-04-7,85404-22-4) → 3,4-methylenedioxyethylamphetamine (14089-52-2,82801-81-8,114612-26-9,114612-27-0)

Guidance literature:

With sodium cyanoborohydride;

Reference yield:

3,4-methylenedioxyamphetamine (4764-17-4) → 3,4-methylenedioxyethylamphetamine (14089-52-2,82801-81-8,114612-26-9,114612-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / pyridine / 18 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 72 h / Heating

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1002/jps.2600690220

Reference yield:

1-(1,3-benzodioxol-5-yl)-2-propanone (4676-39-5) → 3,4-methylenedioxyethylamphetamine (14089-52-2,82801-81-8,114612-26-9,114612-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₃CN / methanol / 36 h / Ambient temperature; neutral pH

2: 58 percent / pyridine / 18 h / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 72 h / Heating

With pyridine; lithium aluminium tetrahydride; sodium cyanoborohydride; In tetrahydrofuran; methanol;

DOI:10.1002/jps.2600690220

upstream raw materials:

1-(1,3-benzodioxol-5-yl)-2-propanone

ethanamine hydrochloride

ethylamine

N-[1-methyl-2-(3,4-methylenedioxyphenyl)ethyl]acetamide

Downstream raw materials:

3,4-methylenedioxyamphetamine