2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (S)-

Base Information

• Chemical Name: 2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (S)-
• CAS No.: 124190-29-0
• Molecular Formula: C8H17N2O5P
• Molecular Weight: 252.20500
• UNII: RTZ5PH8A9L
• Nikkaji Number: J259.994E
• Mol file: 124190-29-0.mol

Synonyms:124190-29-0;RTZ5PH8A9L;(S)-CPP;2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (S)-;CPP, (S)-;(2S)-4-(3-PHOSPHONOPROPYL)PIPERAZINE-2-CARBOXYLIC ACID;CPP, (+)-;(S)-4-(3-Phosphonopropyl)piperazine-2-carboxylic acid;2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (2S)-;3-(2-Carboxypiperazin-4-yl)propyl-1-phosphonic acid, (S)-;UNII-RTZ5PH8A9L;SCHEMBL6021110

Chemical Property of 2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (S)-

Chemical Property:

• PSA: 119.91000
• LogP: -0.82070
• XLogP3: -6.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 252.08750864
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC(N1)C(=O)O)CCCP(=O)(O)O
• Isomeric SMILES: C1CN(C[C@H](N1)C(=O)O)CCCP(=O)(O)O

Technology Process of 2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (S)-

There total 4 articles about 2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (S)- 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: 91.1%

L-CPP-ene (126330-85-6,137424-80-7) → S-3-(2-carboxypiperazin-4-yl)-propyl-1-phosphonic acid (124190-29-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ammonium hydroxide; Ambient temperature;

DOI:10.1002/hlca.19890720522

Reference yield:

(S)-Piperazine-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester → S-3-(2-carboxypiperazin-4-yl)-propyl-1-phosphonic acid (124190-29-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / Et₃N / tetrahydrofuran / 20 h / -25 °C

2: BCl₃ / CH₂Cl₂; 1,2-dichloro-ethane / 1.) -25 deg C, 1h, 2.) 0 deg C, 3.5h

3: 55 percent / bromotrimethylsilane / CH₂Cl₂ / 16 h / Ambient temperature

4: 91.1 percent / hydrogen / 10percent Pd/C / aq. NH₃ / Ambient temperature

With trimethylsilyl bromide; hydrogen; boron trichloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ammonium hydroxide; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1002/hlca.19890720522

Reference yield:

(S)-4-[(E)-3-(Diethoxy-phosphoryl)-allyl]-piperazine-2-carboxylic acid (126330-84-5) → S-3-(2-carboxypiperazin-4-yl)-propyl-1-phosphonic acid (124190-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / bromotrimethylsilane / CH₂Cl₂ / 16 h / Ambient temperature

2: 91.1 percent / hydrogen / 10percent Pd/C / aq. NH₃ / Ambient temperature

With trimethylsilyl bromide; hydrogen; palladium on activated charcoal; In ammonium hydroxide; dichloromethane;

DOI:10.1002/hlca.19890720522

upstream raw materials:

L-CPP-ene

(S)-4-[(E)-3-(Diethoxy-phosphoryl)-allyl]-piperazine-2-carboxylic acid