2-Piperazinemethanol,5-(1-methylethyl)-,(2S-trans)-(9CI)

Base Information

• Chemical Name: 2-Piperazinemethanol,5-(1-methylethyl)-,(2S-trans)-(9CI)
• CAS No.: 155322-94-4
• Molecular Formula: C8H18 N2 O
• Molecular Weight: 158.24
• Mol file: 155322-94-4.mol

Synonyms:2-Piperazinemethanol,5-(1-methylethyl)-, (2S-trans)- (9CI)

Chemical Property of 2-Piperazinemethanol,5-(1-methylethyl)-,(2S-trans)-(9CI)

Chemical Property:

• Boiling Point: 263.6±20.0 °C(Predicted)
• PKA: 14.97±0.10(Predicted)
• PSA: 44.29000
• Density: 0.935±0.06 g/cm3(Predicted)
• LogP: 0.22230

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Piperazinemethanol,5-(1-methylethyl)-,(2S-trans)-(9CI)

There total 5 articles about 2-Piperazinemethanol,5-(1-methylethyl)-,(2S-trans)-(9CI) 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: 48.0%

(2R,5S)-2-hydroxymethyl-5-iso-propyl-3,6-diketopiperazine (155322-96-6) → (2S,5S)-2-hydroxymethyl-5-iso-propylpiperazine (155322-94-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 65 - 68 ℃; for 72h;

DOI:10.1016/S0957-4166(00)80107-X

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → (2S,5S)-2-hydroxymethyl-5-iso-propylpiperazine (155322-94-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / ethylchloroformate, 4-methylmorpholine / ethyl acetate / -15 deg C, 1 h, then RT, 12 h

2: 1.) cyclohexane / 1.) 10 percent Pd/C / 1.) MeOH, reflux, 5 h, 2.) MeOH, reflux, 110 h

3: 48 percent / LAH / tetrahydrofuran / 72 h / 65 - 68 °C

With 4-methyl-morpholine; lithium aluminium tetrahydride; cyclohexane; chloroformic acid ethyl ester; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1055/s-1994-25484

Reference yield:

N--(R)-serine methylester (155225-25-5) → (2S,5S)-2-hydroxymethyl-5-iso-propylpiperazine (155322-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) cyclohexane / 1.) 10 percent Pd/C / 1.) MeOH, reflux, 5 h, 2.) MeOH, reflux, 110 h

2: 48 percent / LAH / tetrahydrofuran / 72 h / 65 - 68 °C

With lithium aluminium tetrahydride; cyclohexane; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1055/s-1994-25484

upstream raw materials:

(2R,5S)-2-hydroxymethyl-5-iso-propyl-3,6-diketopiperazine

(S)-N-(benzyloxycarbonyl)valine

N--(R)-serine methylester

C₁₆H₂₁NO₆

Downstream raw materials:

(3S,6S,9RS)-9-phenyl-3-iso-propyl-1,4-diaza-8-oxa[4.3.0]bicyclononane

Refernces

• 1、 Falorni, Massimo,Satta, Michele,Conti, Sandra,Giacomelli, Giampaolo. "Chiral Ligands Containing Heteroatoms. 11. Optically Active 2-Hydroxymethyl Piperazines as Catalyst in the Enantioselective Addition of Diethylzinc to Benzaldehyde". . p. 2389 - 2398. Retrieved 2007/10/02.