1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (alphaR)-

Base Information

• Chemical Name: 1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (alphaR)-
• CAS No.: 81262-70-6
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• UNII: 3947754WXW
• DSSTox Substance ID: DTXSID001300380
• Nikkaji Number: J259.865E
• Wikidata: Q22344244
• ChEMBL ID: CHEMBL382757
• Mol file: 81262-70-6.mol

Synonyms:1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (alphaR)-;(2R)-1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine;81262-70-6;Ecstasy, (R)-;(R)-Mdma;Midomafetamine, (R)-;Mandy, (R)-;Molly, (R)-;Mdma, (R)-;MDMA,S(+);SCHEMBL896602;CHEMBL382757;BDBM86234;(-)-Methylenedioxymethamphetamine;DTXSID001300380;PDSP1_001408;PDSP2_001392;(R)-3,4-Methylenedioxymethamphetamine;(-)-3,4-Methylenedioxymethamphetamine;3947754WXW;NSC_126235;3,4-Methylenedioxymethamphetamine, (R)-;CAS_64057-70-1;(alphaR)-N,alpha-Dimethyl-1,3-benzodioxole-5-ethanamine;1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (R)-

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (alphaR)-

Chemical Property:

• Boiling Point: 283.4±9.0 °C(Predicted)
• PKA: 10.32±0.10(Predicted)
• Density: 1.100±0.06 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (alphaR)-

There total 12 articles about 1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-, (alphaR)- 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: 85.0%

(R)-ethyl 1-(benzo[d][1,3]dioxol-5-yl)propan-2-ylcarbamate (1616297-03-0) → (-)-3,4-Methylenedioxymethamphetamine (42542-10-9,66142-89-0,69610-10-2,81262-70-6,54946-52-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Reflux;

DOI:10.1016/j.ejmech.2014.04.044

Reference yield:

(R)-(+)-N-formyl-1-(1,3-benzodioxol-5-yl)-2-propanamine → (-)-3,4-Methylenedioxymethamphetamine (42542-10-9,66142-89-0,69610-10-2,81262-70-6,54946-52-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 4h; Yield given; Heating;

DOI:10.1021/jm00160a035

Reference yield:

(-)-Tenamfetamine (4764-17-4,51497-09-7,61614-60-6,65620-66-8) → (-)-3,4-Methylenedioxymethamphetamine (42542-10-9,66142-89-0,69610-10-2,81262-70-6,54946-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Heating

2: LAH / diethyl ether / 4 h / Heating

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jm00160a035

upstream raw materials:

(-)-Tenamfetamine

(R)-ethyl [1-(3,4-dihydroxyphenyl)propan-2-yl]carbamate

(R)-ethyl 1-(benzo[d][1,3]dioxol-5-yl)propan-2-ylcarbamate

3,4-dibenzyloxybenzaldehyde

Downstream raw materials:

(-)-Tenamfetamine

Refernces

• 1、 Taschwer, Magdalena,Seidl, Yvonne,Mohr, Stefan,Schmid, Martin G.. "Chiral separation of cathinone and amphetamine derivatives by HPLC/UV using sulfated β-cyclodextrin as chiral mobile phase additive". . p. 411 - 418. Retrieved 2014/08/05.