(S)-1-Boc-2-benzylpiperazine

Base Information

• Chemical Name: (S)-1-Boc-2-benzylpiperazine
• CAS No.: 169447-86-3
• Molecular Formula: C16H24 N2 O2
• Molecular Weight: 276.379
• European Community (EC) Number: 639-292-5
• DSSTox Substance ID: DTXSID10590508
• Nikkaji Number: J2.508.415B
• Mol file: 169447-86-3.mol

Synonyms:(S)-1-Boc-2-benzylpiperazine;169447-86-3;(S)-tert-butyl 2-benzylpiperazine-1-carboxylate;(S)-1-Boc-2-benzyl-piperazine;tert-butyl (2S)-2-benzylpiperazine-1-carboxylate;2(S)-BENZYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;MFCD03787923;SCHEMBL873458;(S)-N1-Boc-2-benzylpiperazine;DTXSID10590508;QKUHUJCLUFLGCI-AWEZNQCLSA-N;CS-B0421;AKOS005258483;AKOS015897736;AC-2219;DS-2835;(S)-1-N-BOC-2-BENZYL-PIPERAZINE;DB-002935;2(S)-Benzyl-1-tert-butoxycarbonylpiperazine;(S)-tert-butyl2-benzylpiperazine-1-carboxylate;A26050;Y10424;W-205992;(S)-2-BENZYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(S)-2-Benzyl-piperazine-1-carboxylic acid tert-butyl ester, AldrichCPR

Chemical Property of (S)-1-Boc-2-benzylpiperazine

Chemical Property:

• Vapor Pressure: 4.58E-06mmHg at 25°C
• Boiling Point: 382.9°C at 760 mmHg
• PKA: 8.45±0.40(Predicted)
• Flash Point: 185.4°C
• PSA: 41.57000
• Density: 1.066g/cm³
• LogP: 2.70470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 276.183778013
• Heavy Atom Count: 20
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-Boc-2-benzylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNCC1CC2=CC=CC=C2
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCNC[C@@H]1CC2=CC=CC=C2

Technology Process of (S)-1-Boc-2-benzylpiperazine

There total 6 articles about (S)-1-Boc-2-benzylpiperazine 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: 99.0%

(S)-tert-butyl 2,4-dibenzylpiperazine-1-carboxylate → tert-butyl (S)-2-benzylpiperazine-1-carboxylate (169447-86-3,481038-63-5)

Guidance literature:

With palladium 10% on activated carbon; In methanol; at 20 ℃; for 12h;

DOI:10.1039/c7nj04039c

Reference yield:

1-tert-Butoxycarbonyl-2(S)-(S),4-dibenzylpiperazine (489437-72-1) → tert-butyl (S)-2-benzylpiperazine-1-carboxylate (169447-86-3,481038-63-5)

Guidance literature:

palladium;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → tert-butyl (S)-2-benzylpiperazine-1-carboxylate (169447-86-3,481038-63-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: methanol / 0.5 h / 20 °C

1.2: 6 h / 20 °C

2.1: acetic acid / 2 h / 160 °C / Sealed tube

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 18 h / 20 °C

5.1: palladium 10% on activated carbon / methanol / 12 h / 20 °C

With lithium aluminium tetrahydride; palladium 10% on activated carbon; acetic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: |Ugi Condensation / 1.2: |Ugi Condensation;

DOI:10.1039/c7nj04039c

upstream raw materials:

1-tert-Butoxycarbonyl-2(S)-(S),4-dibenzylpiperazine

N-tert-butoxycarbonyl-L-phenylalanine

(3S)-1,3-dibenzylpiperazine-2,5-dione

(3S)-1,3-dibenzylpiperazine

Downstream raw materials:

2-[(S)-4-Boc-3-benzylpiperazinyl]-6-[3-methyl-1-(2-(trimethylsilyl)ethoxymethyl)-1H-indazol-5-yl]pyrazine

2-amino-3-[(S)-4-Boc-3-benzylpiperazinyl]-5-(3-methyl-1H-indazol-5-yl)pyrazine

tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate

C₂₆H₃₀N₄O₃

Refernces

• 1、 -. "INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE". . . Retrieved 2008/06/13.