(alphaS)-4-Fluoro-alpha-methylbenzeneethanamine

Base Information

• Chemical Name: (alphaS)-4-Fluoro-alpha-methylbenzeneethanamine
• CAS No.: 788123-23-9
• Molecular Formula: C₉H₁₂FN
• Molecular Weight: 153.199
• DSSTox Substance ID: DTXSID301280521
• Nikkaji Number: J2.365.958A
• Mol file: 788123-23-9.mol

Synonyms:SCHEMBL3238226;DTXSID301280521;788123-23-9;(alphaS)-4-Fluoro-alpha-methylbenzeneethanamine

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Chemical Property of (alphaS)-4-Fluoro-alpha-methylbenzeneethanamine

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 153.095377549
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (alphaS)-4-Fluoro-alpha-methylbenzeneethanamine

There total 12 articles about (alphaS)-4-Fluoro-alpha-methylbenzeneethanamine 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: 93.0%

4-fluorophenyl acetone (459-03-0) → (S)‐4‐fluoro‐α‐methylphenethylamine (788123-23-9)

Guidance literature:

With pyridoxal 5'-phosphate; α,α-diamino-o-xylene dihydrochloride; In dimethyl sulfoxide; at 30 ℃; pH=7.5; Reagent/catalyst; stereoselective reaction;

DOI:10.1002/anie.201406571

Reference yield: 62.0%

4-fluoroamphetamine (459-02-9) → (S)‐4‐fluoro‐α‐methylphenethylamine (788123-23-9)

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: 35.0%

ethyl 2-methoxyacetate (3938-96-3) + 4-fluoroamphetamine (459-02-9) → C12H16FNO2 (1351781-71-9) + (S)‐4‐fluoro‐α‐methylphenethylamine (788123-23-9) + (R)-(-)-α-methyl-β-(4-fluorophenyl)ethylamine (72522-20-4)

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

upstream raw materials:

(R,S)-(+/-)-α-methyl-β-(4-fluorophenyl)ethylamine hydrochloride

ethyl 2-methoxyacetate

4-fluoroamphetamine

4-fluorophenyl acetone

Downstream raw materials:

(S)-(+)-α-methyl-β-(4-fluorophenyl)-N-methyl-N-propynylethylamine

(S)-(+)-α-methyl-β-(4-fluorophenyl)-N-propynylethylamine

Refernces

• 1、 Kadkhodaei, Kian,Kadisch, Marlene,Schmid, Martin G.. "Successful use of a novel lux i-Amylose-1 chiral column for enantioseparation of “legal highs” by HPLC". . p. 42 - 52. Retrieved 2019/11/14.
• 2、 Yoon, Sanghan,Patil, Mahesh D.,Sarak, Sharad,Jeon, Hyunwoo,Kim, Geon-Hee,Khobragade, Taresh P.,Sung, Sihyong,Yun, Hyungdon. "Deracemization of Racemic Amines to Enantiopure (R)- and (S)-amines by Biocatalytic Cascade Employing ω-Transaminase and Amine Dehydrogenase". . p. 1898 - 1902. Retrieved 2019/02/27.