4-Methylamphetamine, (-)-

Base Information

• Chemical Name: 4-Methylamphetamine, (-)-
• CAS No.: 788775-45-1
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.236
• UNII: J7DV880HGB
• Nikkaji Number: J1.372.620E
• Wikidata: Q27281304
• Mol file: 788775-45-1.mol

Synonyms:4-Methylamphetamine, (-)-;4-Methylamphetamine, (R)-;UNII-J7DV880HGB;J7DV880HGB;788775-45-1;Benzeneethanamine, alpha,4-dimethyl-, (R)-;(R)-4-methylamphetamine;SCHEMBL42179;(-)-4-METHYLAMPHETAMINE;AKOS006350345;BENZENEETHANAMINE, .ALPHA.,4-DIMETHYL-, (R)-;Q27281304

Chemical Property of 4-Methylamphetamine, (-)-

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 103

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-Methylamphetamine, (-)-

There total 12 articles about 4-Methylamphetamine, (-)- 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: 90.0%

p-Tolylaceton (2096-86-8) → (R)-(-)-1-(4'-methyl)phenyl-2-propanamine (788775-45-1,22683-78-9)

Guidance literature:

With pyridoxal 5'-phosphate; amine transaminase TA-P₂-B₀₁; isopropylamine; In aq. phosphate buffer; at 30 ℃; for 24h; pH=7.5; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.201900179

Reference yield: 65.0%

(R)-N-[2-(4'-methylphenyl)-1-methylethyl]-2-methoxyacetamide (1351781-79-7) → (R)-(-)-1-(4'-methyl)phenyl-2-propanamine (788775-45-1,22683-78-9)

Guidance literature:

With water; potassium hydroxide; optical yield given as %ee; Reflux;

DOI:10.1039/c1ob06251d

Reference yield: 42.0%

ethyl 2-methoxyacetate (3938-96-3) + 4-methylamphetamine (64-11-9,22683-78-9) → (R)-(-)-1-(4'-methyl)phenyl-2-propanamine (788775-45-1,22683-78-9) + (S)-(+)-1-(4'-methyl)phenyl-2-propanamine (81601-14-1,22683-78-9) + (R)-N-[2-(4'-methylphenyl)-1-methylethyl]-2-methoxyacetamide (1351781-79-7)

Guidance literature:

With Candida antartica lipase B; triethylamine; In n-heptane; at 35 ℃; for 2.5h; optical yield given as %ee; Inert atmosphere; Enzymatic reaction;

DOI:10.1039/c1ob06251d

upstream raw materials:

(R)-N-[2-(4'-methylphenyl)-1-methylethyl]-2-methoxyacetamide

ethyl 2-methoxyacetate

4-methylamphetamine

1-(p-tolyl)-2-nitropropene

Downstream raw materials:

N-[1-R-2-(4-methylphenyl)-1-methylethyl]-2-R-2-hydroxy-1-oxo-2-phenylethanamine

Refernces

• 1、 Mu, Xiaoqing,Wu, Tao,Mao, Yong,Zhao, Yilei,Xu, Yan,Nie, Yao. "Iterative Alanine Scanning Mutagenesis Confers Aromatic Ketone Specificity and Activity of L-Amine Dehydrogenases". . p. 5243 - 5253. Retrieved 2021/11/16.
• 2、 González-Martínez, Daniel,Gotor, Vicente,Gotor-Fernández, Vicente. "Stereoselective Synthesis of 1-Arylpropan-2-amines from Allylbenzenes through a Wacker-Tsuji Oxidation-Biotransamination Sequential Process". . p. 2582 - 2593. Retrieved 2019/05/15.