2-Amino-1-phenyl-1,3-propanediol

Base Information

• Chemical Name: 2-Amino-1-phenyl-1,3-propanediol
• CAS No.: 3306-06-7
• Molecular Formula: C9H13 N O2
• Molecular Weight: 167.208
• European Community (EC) Number: 221-985-5,611-225-4,691-991-4
• Nikkaji Number: J262.406K
• Mol file: 3306-06-7.mol

Synonyms:2-AMINO-1-PHENYL-1,3-PROPANEDIOL;2-amino-1-phenylpropane-1,3-diol;3306-06-7;55057-81-3;threo-(+/-)-2-Amino-1-phenyl-1,3-propanediol;1S,2S-(+)-2-Amino-1-phenylpropane-1,3-diol;SCHEMBL605463;EINECS 221-985-5;AKOS009157655;FT-0604539;FT-0604563;FT-0774498;EN300-366455;W-203077

Chemical Property of 2-Amino-1-phenyl-1,3-propanediol

Chemical Property:

• Vapor Pressure: 7.87E-06mmHg at 25°C
• Boiling Point: 360.6°Cat760mmHg
• Flash Point: 171.9°C
• PSA: 66.48000
• Density: 1.206g/cm³
• LogP: 0.73990
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

(1S,2S)-2-Amino-1-phenyl-1,3-propanediol AldrichCPR ^*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(C(CO)N)O
• Uses: 2-Amino-1-phenyl-1,3-propanediol is used in the synthetic preparation of aryl-substituted indazole derivatives as modulators and inhibitors of protein kinases in the treatment of tumor growth, cellular proliferation, and angiogenesis.

Technology Process of 2-Amino-1-phenyl-1,3-propanediol

There total 62 articles about 2-Amino-1-phenyl-1,3-propanediol 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: 91.0%

(+/-)-threo-5-amino-4-phenyl-1,3-dioxane (54299-23-9,65388-42-3,73495-73-5,78021-92-8,98103-24-3) → (+/-)-threo-2-amino-1-phenyl-1,3-propanediol (3306-06-7,5285-86-9,28143-91-1,36391-67-0,36391-68-1,46032-98-8,55057-81-3,105452-39-9,119364-52-2)

Guidance literature:

With A cation-exchanging resin (Ostion KS); In water; at 120 ℃;

Reference yield:

(2RS,3SR)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester (15917-28-9,40682-56-2,66076-26-4,101469-12-9,107694-10-0,119677-35-9) → (+/-)-threo-2-amino-1-phenyl-1,3-propanediol (3306-06-7,5285-86-9,28143-91-1,36391-67-0,36391-68-1,46032-98-8,55057-81-3,105452-39-9,119364-52-2)

Guidance literature:

With ethanol; nickel; at 50 ℃; under 128714 Torr; Hydrogenation;

Reference yield:

2-azido-1-phenylpropane-1,3-diol → (+/-)-threo-2-amino-1-phenyl-1,3-propanediol (3306-06-7,5285-86-9,28143-91-1,36391-67-0,36391-68-1,46032-98-8,55057-81-3,105452-39-9,119364-52-2)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; at 25 ℃; under 760.051 Torr;

DOI:10.1039/c5cc02374b

upstream raw materials:

formaldehyd

2-nitroacetophenone

1,3-Dihydroxy-2-Nitro-1-phenylpropane

ethyl 2-(hydroxyimino)-3-oxo-3-phenylpropanoate

Downstream raw materials:

(+/-)-(2-methyl-5c-phenyl-4,5-dihydro-oxazol-4r-yl)-methanol

(+/-)-(2-methyl-5t-phenyl-4,5-dihydro-oxazol-4r-yl)-methanol

(1RS,2SR)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol

(1RS,2RS)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol

Refernces

• 1、 Prasad,Reddi,Sudalai. "Oxidant controlled regio- and stereodivergent azidohydroxylation of alkenes via I2 catalysis". supporting information. p. 10276 - 10279. Retrieved 2015/06/25.
• 2、 Cervinka, Otakar,Dudek, Vaclav,Fabryova, Anna,Kolar, Jiri,Lukac, Juraj,et al.. "STEREOSELECTIVE SYNTHESIS OF (+/-)-threo-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL". . p. 2748 - 2752. Retrieved 2007/10/02.