(R)-(-)-2-(Dibenzylamino)-3-phenyl-1-propanol

Base Information

• Chemical Name: (R)-(-)-2-(Dibenzylamino)-3-phenyl-1-propanol
• CAS No.: 307532-06-5
• Molecular Formula: C23H25 N O
• Molecular Weight: 331.45
• Hs Code.: 2922199090
• European Community (EC) Number: 621-774-1
• DSSTox Substance ID: DTXSID001248708
• Nikkaji Number: J1.092.944J
• Mol file: 307532-06-5.mol

Synonyms:307532-06-5;(R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL;(2R)-2-(DIBENZYLAMINO)-3-PHENYLPROPAN-1-OL;Benzenepropanol, beta-[bis(phenylmethyl)amino]-, (betaR)-;(R)-2-(Dibenzylamino)-3-phenylpropan-1-ol;(R)-2-(Dibenzylamino)-3-phenyl-1-propanol;(-)-N,N-Dibenzyl-D-phenylalaninol;SCHEMBL1834351;DTXSID001248708;(2R)-2-(dibenzylamino)-3-phenyl-1-propanol;E86153

Chemical Property of (R)-(-)-2-(Dibenzylamino)-3-phenyl-1-propanol

Chemical Property:

• Melting Point: 72-76 °C
• Boiling Point: 488.0±33.0 °C(Predicted)
• PKA: 14.67±0.10(Predicted)
• PSA: 23.47000
• Density: 1.111±0.06 g/cm3(Predicted)
• LogP: 4.29240
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 331.193614421
• Heavy Atom Count: 25
• Complexity: 320

Purity/Quality:

98% ^*data from raw suppliers

(R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(CO)N(CC2=CC=CC=C2)CC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H](CO)N(CC2=CC=CC=C2)CC3=CC=CC=C3

Technology Process of (R)-(-)-2-(Dibenzylamino)-3-phenyl-1-propanol

There total 7 articles about (R)-(-)-2-(Dibenzylamino)-3-phenyl-1-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:

(2R)-N,N-Dibenzylphenylalanine → (R)-2-(dibenzylamino)-3-phenylpropan-1-ol (307532-06-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;

DOI:10.1002/ejoc.201800631

Reference yield:

(D)-benzyl 2-(dibenzylamino)-3-phenylpropanoate → (R)-2-(dibenzylamino)-3-phenylpropan-1-ol (307532-06-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;

DOI:10.1080/10426507.2015.1091832

Reference yield:

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → (R)-2-(dibenzylamino)-3-phenylpropan-1-ol (307532-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate

1.2: 80 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 20 °C

With lithium aluminium tetrahydride; potassium carbonate; In diethyl ether;

DOI:10.1080/10426507.2015.1091832

upstream raw materials:

(R)-2-amino-3-phenylpropanol

benzyl bromide

D-(R)-phenylalanine

N,N-dibenzyl-O-benzoylhydroxylamine

Downstream raw materials:

(R)-N,N-dibenzyl-1-fluoro-3-phenylpropan-2-amine

(S)-N,N-dibenzyl-2-fluoro-3-phenylpropan-1-amine

N,N-dibenzyl-(R)-2-amino-3-phenylpropanal

(R)-3-N,N-dibenzylamino-4-phenylbutanenitrile

Refernces

• 1、 Kato, Kodai,Hirano, Koji,Miura, Masahiro. "Copper-Catalyzed Regio- and Enantioselective Aminoboration of Unactivated Terminal Alkenes". supporting information. p. 5775 - 5778. Retrieved 2018/03/27.
• 2、 Beaulieu, Pierre L.,Wernic, Dominik. "Preparation of aminoalkyl chlorohydrin hydrochlorides: Key building blocks for hydroxyethylamine-based HIV protease inhibitors". . p. 3635 - 3645. Retrieved 2007/10/03.