3-Amino-2-phenylpropan-1-ol

Base Information

• Chemical Name: 3-Amino-2-phenylpropan-1-ol
• CAS No.: 62247-39-6
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• European Community (EC) Number: 854-065-2
• Nikkaji Number: J1.662.042D
• Mol file: 62247-39-6.mol

Synonyms:3-amino-2-phenylpropan-1-ol;62247-39-6;3-Amino-2-phenyl-1-propanol;beta-Aminomethyl-benzeneethanol;b-Aminomethyl-benzeneethanol;|A-Aminomethyl-benzeneethanol;3-hydroxy-2-phenyl-propylamine;SCHEMBL1986953;DIVZNCUPEGZSEI-UHFFFAOYSA-N;3-Hydroxy-2-phenyl-1-aminopropane;beta-(aminomethyl)-phenethyl alcohol;MFCD06227476;AKOS000365584;AKOS022535298;SB76497;CS-0088895;EN300-99931;Z1198168251

Chemical Property of 3-Amino-2-phenylpropan-1-ol

Chemical Property:

• Melting Point: 89-91 °C
• Boiling Point: 114-115 °C(Press: 0.5 Torr)
• PKA: 14.59±0.10(Predicted)
• PSA: 46.25000
• Density: 1.074±0.06 g/cm3(Predicted)
• LogP: 1.42150
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 99.7

Purity/Quality:

99% ^*data from raw suppliers

β-Aminomethyl-benzeneethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CN)CO
• Uses: β-Aminomethyl-benzeneethanol is used in the preparation of thazolinones as potent CDK1 inhibitors promoting antitumor activity. It is also used in the synthesis of gonadotropin-releasing hormone receptor antagonists which affect the endocrine system, suppressing hormone release.

Technology Process of 3-Amino-2-phenylpropan-1-ol

There total 8 articles about 3-Amino-2-phenylpropan-1-ol 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: 83.0%

2-[3-[(tert-butyldimethylsilanyl)oxy]-2-phenylpropyl]isoindole-2,3-dione (618094-94-3) → 3-Hydroxy-2-phenyl-1-aminopropane (62247-39-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 3.5h; Inert atmosphere;

Reference yield: 80.0%

ethyl phenylcyanoacetate (4553-07-5) → 3-Hydroxy-2-phenyl-1-aminopropane (62247-39-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h; Inert atmosphere;

Reference yield:

3-((tert-butyldimethylsilyl)oxy)-2-phenylpropan-1-ol (173423-55-7) → 3-Hydroxy-2-phenyl-1-aminopropane (62247-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / PPh₃; DEAD / tetrahydrofuran / 5 h / 0 °C

2.1: H₂NNH₂*H₂O / ethanol / 2 h / 80 °C

2.2: aq. HCl / diethyl ether

With hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 1.1: Mitsunobu reaction;

DOI:10.1021/jo030284g

upstream raw materials:

α-(aminomethyl)benzeneacetic acid,ethyl ester

ethyl phenylcyanoacetate

3-((tert-butyldimethylsilyl)oxy)-2-phenylpropan-1-amine

2-[3-[(tert-butyldimethylsilanyl)oxy]-2-phenylpropyl]isoindole-2,3-dione

Downstream raw materials:

5-phenyl-1,3-oxazinan-2-one

3-Bromo-2-phenyl-1-benzenesulfonamidopropane

hexahydro-4-oxo-5-phenyl-3a,5-bis(phenylselanyl)furo[2,3-b]pyridine-7-carboxylic acid tert-butyl ester

[3-hydroxy-3-(tetrahydro-2-oxofuran-3-yl)-2-phenylpropyl]carbamic acid tert-butyl ester

Refernces

• 1、 -. "FUSED [1,2,4]THIADIAZINE DERIVATIVES WHICH ACT AS KAT INHIBITORS OF THE MYST FAMILY". Page/Page column 101. . Retrieved 2019/03/17.
• 2、 Xu, Minghao,Deb, Titas,Tu, Julian,Franzini, Raphael M.. "Tuning Isonitrile/Tetrazine Chemistry for Accelerated Deprotection and Formation of Stable Conjugates". . p. 15520 - 15529. Retrieved 2019/11/29.