(2S)-1-(4-chlorophenyl)propan-2-amine

Base Information

• Chemical Name: (2S)-1-(4-chlorophenyl)propan-2-amine
• CAS No.: 405-46-9
• Molecular Formula: C₉H₁₂ClN
• Molecular Weight: 169.654
• UNII: WQL87GA7P8
• Nikkaji Number: J331.162G
• Mol file: 405-46-9.mol

Synonyms:405-46-9;D-p-Chloroamphetamine;(2S)-1-(4-chlorophenyl)propan-2-amine;(+)-p-Chloroamphetamine;(+)-4-Chloroamphetamine;p-Chloroamphetamine, (S)-;WQL87GA7P8;(2s)-1-(4-chlorophenyl)prop-2-ylamine;(S)-1-(4-Chlorophenyl)propan-2-amine;UNII-WQL87GA7P8;(1S)-2-(4-CHLOROPHENYL)-1-METHYLETHYLAMINE;(s)-(+)-p-chloroamphetamine;SCHEMBL22229845;(S)-(+)-p-Chloro-alpha-methylphenethylamine;Phenethylamine, p-chloro-alpha-methyl-, (+)-;Y11623;Benzeneethanamine, 4-chloro-alpha-methyl-, (S)-;Benzeneethanamine, 4-chloro-alpha-methyl-, (alphaS)-;(S)-(+)-P-CHLORO-.ALPHA.-METHYLPHENETHYLAMINE;PHENETHYLAMINE, P-CHLORO-.ALPHA.-METHYL-, (+)-;BENZENEETHANAMINE, 4-CHLORO-.ALPHA.-METHYL-, (S)-;BENZENEETHANAMINE, 4-CHLORO-.ALPHA.-METHYL-, (.ALPHA.S)-

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Chemical Property of (2S)-1-(4-chlorophenyl)propan-2-amine

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 169.0658271
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-1-(4-chlorophenyl)propan-2-amine

There total 5 articles about (2S)-1-(4-chlorophenyl)propan-2-amine 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: 49.0%

p-Chloroamphetamine (64-12-0,2275-84-5) → (S)-(+)-1-(4'-chloro)phenyl-2-propanamine (405-46-9,2275-84-5)

Guidance literature:

With ethyl 2-methoxyacetate; Candida antartica lipase B; triethylamine; at 35 ℃; optical yield given as %ee; Enzymatic reaction;

DOI:10.1039/c1ob06251d

Reference yield: 38.0%

ethyl 2-methoxyacetate (3938-96-3) + p-Chloroamphetamine (64-12-0,2275-84-5) → C12H16ClNO2 (1351781-72-0) + (S)-(+)-1-(4'-chloro)phenyl-2-propanamine (405-46-9,2275-84-5) + (R)-(-)-1-(4'-chloro)phenyl-2-propanamine (2275-84-5)

Guidance literature:

With Candida antartica lipase B; triethylamine; at 35 ℃; for 5.5h; optical yield given as %ee; Inert atmosphere; Enzymatic reaction;

DOI:10.1039/c1ob06251d

Reference yield:

1-(4-chlorophenyl)propan-2-one (5586-88-9) → (S)-(+)-1-(4'-chloro)phenyl-2-propanamine (405-46-9,2275-84-5)

Guidance literature:

With pyridoxal 5'-phosphate; amine transaminases from Silicibacter pomeroyi; isopropylamine; In N,N-dimethyl-formamide; at 30 ℃; pH=7.5 - 8; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/cctc.201701962

upstream raw materials:

ethyl 2-methoxyacetate

p-Chloroamphetamine

1-chloro-4-(2-nitropropenyl)benzene

4-chlorobenzaldehyde

Downstream raw materials:

(S)-(+)-N_.N-Dimethyl-p-chloramphetamin

Refernces

• 1、 Munoz, Lourdes,Rodriguez, Anna M.,Rosell, Gloria,Bosch, M. Pilar,Guerrero, Angel. "Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine". experimental part. p. 8171 - 8177. Retrieved 2012/01/04.