(S)-3-Amino-3-phenylpropan-1-ol

Base Information

• Chemical Name: (S)-3-Amino-3-phenylpropan-1-ol
• CAS No.: 82769-76-4
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Hs Code.: 29211990
• European Community (EC) Number: 635-104-0
• DSSTox Substance ID: DTXSID90370345
• Nikkaji Number: J2.580.312D
• Wikidata: Q72440843
• Mol file: 82769-76-4.mol

Synonyms:(S)-3-Amino-3-phenylpropan-1-ol;82769-76-4;(3S)-3-amino-3-phenylpropan-1-ol;(s)-1-phenyl-3-propanolamine;(S)-3-Amino-3-phenyl-1-propanol;(s)-3-phenyl-beta-alaninol;MFCD01311768;(s)-3-amino-3-phenyl-propan-1-ol;(3S)-3-amino-3-phenyl-propan-1-ol;SCHEMBL1454854;DTXSID90370345;SEQXIQNPMQTBGN-VIFPVBQESA-N;(S)-1-phenyl-3-hydroxypropylamine;AMY12567;BCP28027;(s)-3-amino-3-phenyl propan-1-ol;AC-071;(3S)-3-amino-3-phenyl-1-propanol;AKOS015854099;(S)-3-AMINO-3-PHENYLPROPANOL;CS-W002754;DS-1777;EN300-188674;Q-200035

Chemical Property of (S)-3-Amino-3-phenylpropan-1-ol

Chemical Property:

• Appearance/Colour: colorless viscous liquid
• Vapor Pressure: 9.47E-05mmHg at 25°C
• Melting Point: 68-69 °C
• Refractive Index: 1.4755 (estimate)
• Boiling Point: 293 °C at 760 mmHg
• PKA: 14.90±0.10(Predicted)
• Flash Point: 131 °C
• PSA: 46.25000
• Density: 1.074 g/cm³
• LogP: 1.76910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• 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

(S)-3-Amino-3-phenylpropan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CCO)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](CCO)N
• Uses: (S)-3-Amino-3-phenylpropan-1-ol is a useful intermediate for the synthesis of dapoxetine.

Technology Process of (S)-3-Amino-3-phenylpropan-1-ol

There total 76 articles about (S)-3-Amino-3-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: 96.34%

3-Amino-3-phenylpropionic acid (3646-50-2) → 3-amino-3-phenyl-1-propanol (14593-04-5,82769-76-4)

Guidance literature:

3-Amino-3-phenylpropionic acid; With sodium tetrahydroborate; In tetrahydrofuran;

With methanesulfonic acid; In tetrahydrofuran; at 30 ℃;

With sodium hydroxide; In tetrahydrofuran; water; pH=9 - 10; Product distribution / selectivity;

Reference yield: 96.0%

3-phenyl-2-isoxazoline (14397-33-2) → threo-4-Amino-2-pentanol (13325-12-7,58808-48-3,58808-49-4,119376-25-9,124475-54-3) + threo-4-Amino-4-phenyl-2-butanol (69423-38-7,69423-46-7) + erythro-4-Amino-4-phenyl-2-butanol (69423-38-7,69423-46-7) + 3-amino-3-phenyl-1-propanol (14593-04-5,82769-76-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Yields of byproduct given. Title compound not separated from byproducts; Heating;

Reference yield: 93.0%

3-phenyl-5-hydroxy-4,5-dihydroisoxazole (5868-58-6) → 3-amino-3-phenyl-1-propanol (14593-04-5,82769-76-4)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/jo1000065

upstream raw materials:

3-amino-3-phenylpropionic acid ethyl ester

3-Amino-3-phenylpropionic acid

1-acetoxy-3-acetylamino-3-phenylpropane

5-ethoxy-3-phenyl-4,5-dihydroisoxazole

Downstream raw materials:

3-amino-3-phenyl-propionaldehyde

trans-4-phenylcyclophosphamide

(2RS,4SR)-2--4-phenyl-2H-1,3,2-oxazaphosphorinane 2-oxide

(+/-)-2-[2-(diphenylphosphino)phenyl]-5,6-dihydro-4-phenyl-4H-1,3-oxazine

Refernces

• 1、 Baba, Souya,Hirano, Kazuki,Tayama, Eiji. "Base-induced Sommelet–Hauser rearrangement of N-(α-(2-oxyethyl)branched)benzylic glycine ester-derived ammonium salts via a chelated intermediate". supporting information. . Retrieved 2020/03/13.
• 2、 Fang, Yuanding,Fu, Kang,Shi, Lei,Zhao, Rong,Zhou, Jia. "Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions". supporting information. p. 20682 - 20690. Retrieved 2020/09/07.