(S)-1-methyl-3-phenylpiperazine

Base Information

• Chemical Name: (S)-1-methyl-3-phenylpiperazine
• CAS No.: 931115-08-1
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.261
• UNII: 1M4776J1MH
• Nikkaji Number: J2.602.059J
• Wikidata: Q27252591
• Mol file: 931115-08-1.mol

Synonyms:(S)-1-methyl-3-phenylpiperazine;(3S)-1-methyl-3-phenylpiperazine;931115-08-1;Piperazine, 1-methyl-3-phenyl-, (3S)-;UNII-1M4776J1MH;1M4776J1MH;SCHEMBL2908444;IRMBVBDXXYXPEW-LLVKDONJSA-N;AKOS015889474;(3S)-1-Methyl-3alpha-phenylpiperazine;1-METHYL-3-PHENYLPIPERAZINE, (S)-;3-PHENYL-1-METHYLPIPERAZINE, (S)-;EN300-8110529;Q27252591

Chemical Property of (S)-1-methyl-3-phenylpiperazine

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.131348519
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

98% ^*data from raw suppliers

(S)-1-METHYL-3-PHENYLPIPERAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCNC(C1)C2=CC=CC=C2
• Isomeric SMILES: CN1CCN[C@H](C1)C2=CC=CC=C2

Technology Process of (S)-1-methyl-3-phenylpiperazine

There total 17 articles about (S)-1-methyl-3-phenylpiperazine 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: 86.0%

(S)-1-methyl-3-phenylpiperazin-2-one → (3S)-1-methyl-3-phenylpiperazine (931115-08-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/adsc.201700175

Reference yield: 77.6%

(S)-1-methyl-3-phenylpiperazine-2,5-dione (931115-07-0) → (3S)-1-methyl-3-phenylpiperazine (931115-08-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.5 - 3.5h; Product distribution / selectivity; Heating / reflux;

Reference yield: 75.0%

(S)-1-methyl-3-phenylpiperazine S-(+)-anicyphos salt → (3S)-1-methyl-3-phenylpiperazine (931115-08-1)

Guidance literature:

With ammonia; In dichloromethane; water;

upstream raw materials:

(S)-1-methyl-3-phenylpiperazine-2,5-dione

(S)-1-methyl-3-phenylpiperazine (+)-anicyphos salt

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one

1-methyl-3-phenylpiperazine

Downstream raw materials:

2-[(2S)-4-methyl-2-phenyl-1-piperazinyl]-3-pyridinecarbonitrile

(S)-1-methyl-3-phenylpiperazine oxalate

Refernces

• 1、 Jida, Mouhamad,Ballet, Steven. "Efficient one-pot synthesis of enantiomerically pure: N -protected-α-substituted piperazines from readily available α-amino acids". . p. 1595 - 1599. Retrieved 2018/02/09.
• 2、 Wang, Yanzhao,Liu, Yuanyuan,Li, Kun,Yang, Guoqiang,Zhang, Wanbin. "Iridium-Catalyzed Asymmetric Hydrogenation of Unsaturated Piperazin-2-ones". . p. 1933 - 1941. Retrieved 2017/06/09.