(R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol

Base Information

• Chemical Name: (R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol
• CAS No.: 162150-54-1
• Molecular Formula: C₁₃H₂₂N₂O
• Molecular Weight: 222.33
• DSSTox Substance ID: DTXSID601169271
• Mol file: 162150-54-1.mol

Synonyms:162150-54-1;(R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol;(R)-1-(((S)-2-Aminopropyl)(benzyl)amino)propan-2-ol;SCHEMBL20606217;DTXSID601169271;AC4610;AKOS037629654;A924449;(R)-1-<(2(S)-Aminopropane)(phenylmethyl)amino>-2-propanol;2-Propanol, 1-[(2-aminopropyl)(phenylmethyl)amino]-, [R-(R*,S*)]-

Chemical Property of (R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 222.173213330
• Heavy Atom Count: 16
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

(R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol

There total 5 articles about (R)-1-[[(S)-2-Aminopropyl](benzyl)amino]-2-propanol 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: 76.0%

(S)-2-amino-N-benzyl-N-((R)-2-hydroxypropyl)propanamide (170033-64-4) → (R)-1-<(2(S)-Aminopropane)(phenylmethyl)amino>-2-propanol (162150-54-1)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/0957-4166(94)00341-8

Reference yield:

(R)-1-<(Phenylmethyl)amino>-2-propanol (162240-94-0) → (R)-1-<(2(S)-Aminopropane)(phenylmethyl)amino>-2-propanol (162150-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, room temp., 1 h, 2.) CH₂Cl₂, room temp., 16 h

2: TFA / CH₂Cl₂ / 1 h / 0 °C

3: 1.) BH₃-DMS 2.) aq. KOH / 1.) THF, room temp., 16 h, 2.) reflux, 24 h

With potassium hydroxide; dimethylsulfide borane complex; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00118a039

Reference yield:

(S)-<2-<(2(R)-Hydroxypropyl)(phenylmethyl)amino>-1-methyl-2-oxoethyl>carbamic acid 1,1-dimethylethyl ester (162150-53-0) → (R)-1-<(2(S)-Aminopropane)(phenylmethyl)amino>-2-propanol (162150-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 1 h / 0 °C

2: 1.) BH₃-DMS 2.) aq. KOH / 1.) THF, room temp., 16 h, 2.) reflux, 24 h

With potassium hydroxide; dimethylsulfide borane complex; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00118a039

upstream raw materials:

(S)-2-amino-N-benzyl-N-((R)-2-hydroxypropyl)propanamide

(R)-1-<(Phenylmethyl)amino>-2-propanol

benzaldehyde

(S)-<2-<(2(R)-Hydroxypropyl)(phenylmethyl)amino>-1-methyl-2-oxoethyl>carbamic acid 1,1-dimethylethyl ester

Downstream raw materials:

(3S,5S)-3,5-Dimethyl-1-(phenylmethyl)piperazine

(2S,6S)-2,6-dimethylpiperazine dihydrochloride