(S)-1-Methyl-3-phenylpropanamine hydrochloride

Base Information

• Chemical Name: (S)-1-Methyl-3-phenylpropanamine hydrochloride
• CAS No.: 81580-34-9
• Molecular Formula: C₁₀H₁₅N*ClH
• Molecular Weight: 185.697
• European Community (EC) Number: 959-871-9
• Mol file: 81580-34-9.mol

Synonyms:SCHEMBL10976633;LVQSUJANKVLTKT-FVGYRXGTSA-N;(2S)-4-phenylbutan-2-amine hydrochloride;(S)-1-Methyl-3-phenylpropanamine hydrochloride;EN300-23612284;Z5044990030;81580-34-9

Chemical Property of (S)-1-Methyl-3-phenylpropanamine hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 185.0971272
• Heavy Atom Count: 12
• Complexity: 95

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)N.Cl
• Isomeric SMILES: C[C@@H](CCC1=CC=CC=C1)N.Cl

Technology Process of (S)-1-Methyl-3-phenylpropanamine hydrochloride

There total 10 articles about (S)-1-Methyl-3-phenylpropanamine 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%

(RS)-2-methyl-N-((S)-4-phenylbutan-2-yl)propane-2-sulfinamide (911372-76-4) → (S)-α-methylbenzenepropanamine hydrochloride (81580-34-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/jo0609834

Reference yield:

N-benzyl-1-methyl-3-phenylpropylamine (68164-04-5) → (S)-α-methylbenzenepropanamine hydrochloride (81580-34-9) + (+)-(R)-α-methylbenzenepropanamine hydrochloride (826-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; hydrogen / Isopropyl acetate / 24 h / 55 °C

2: hydrogenchloride / dichloromethane; water

With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; In dichloromethane; Isopropyl acetate; water;

DOI:10.1002/adsc.201100250

Reference yield:

4-phenyl-N-((R)-1-phenylethyl)butan-2-amine → (S)-α-methylbenzenepropanamine hydrochloride (81580-34-9) + (+)-(R)-α-methylbenzenepropanamine hydrochloride (826-16-4)

Guidance literature:

4-phenyl-N-((R)-1-phenylethyl)butan-2-amine; With hydrogen; 5%-palladium/activated carbon; In methanol; at 20 ℃; for 25h; under 3075.31 Torr;

With hydrogenchloride; In methanol; diethyl ether;

upstream raw materials:

4-Phenyl-2-butanone

(R_S)-2-methyl-N-((S)-4-phenylbutan-2-yl)propane-2-sulfinamide

(R_S)-2-methyl-N-(4-phenylbutan-2-ylidene)propane-2-sulfinamide

(RS)-1-methyl-3-phenylpropylamine

Refernces

• 1、 Nugent, Thomas C.,Marinova, Sofiya M.. "Step-efficient access to chiral primary amines". . p. 153 - 166. Retrieved 2013/02/25.
• 2、 Reznichenko, Alexander L.,Nguyen, Hiep N.,Hultzsch, Kai C.. "Asymmetric intermolecular hydroamination of unactivated alkenes with simple amines". supporting information; experimental part. p. 8984 - 8987. Retrieved 2011/02/21.