(R)-(-)-2-BENZYLAMINO-1-PHENYLETHANOL

Base Information

• Chemical Name: (R)-(-)-2-BENZYLAMINO-1-PHENYLETHANOL
• CAS No.: 107171-75-5
• Molecular Formula: C15H17NO
• Molecular Weight: 227.306
• Hs Code.: 29062990
• European Community (EC) Number: 624-490-6
• DSSTox Substance ID: DTXSID20426102
• Nikkaji Number: J427.280C
• Wikidata: Q72440631
• Mol file: 107171-75-5.mol

Synonyms:Benzenemethanol,a-[[(phenylmethyl)amino]methyl]-,(R)-;(R)-2-[(Phenylmethyl)amino]-1-phenylethanol;(1R)-2-(benzylamino)-1-phenylethanol;(R)-2-Benzylamino-1-phenyl-ethanol;benzenemethanol, α-[[(phenylmethyl)amino]methyl]-, (αR)-;R-(-)-2-Benzylamino-1-phenylethanol;

Chemical Property of (R)-(-)-2-BENZYLAMINO-1-PHENYLETHANOL

Chemical Property:

• Melting Point: 115-118 °C(lit.)
• Boiling Point: 375.2 °C at 760 mmHg
• PKA: 13.78±0.20(Predicted)
• Flash Point: 127.3 °C
• PSA: 32.26000
• Density: 1.1 g/cm³
• LogP: 2.90070
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 227.131014166
• Heavy Atom Count: 17
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

(R)-(?)-2-Benzylamino-1-phenylethanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• 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)CNCC(C2=CC=CC=C2)O
• Isomeric SMILES: C1=CC=C(C=C1)CNC[C@@H](C2=CC=CC=C2)O

Technology Process of (R)-(-)-2-BENZYLAMINO-1-PHENYLETHANOL

There total 44 articles about (R)-(-)-2-BENZYLAMINO-1-PHENYLETHANOL 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: 98.0%

styrene oxide (96-09-3) + benzylamine (100-46-9) → 2-benzylamino-1-phenyl-ethanol (51096-49-2,91579-12-3,107171-75-5,27159-30-4)

Guidance literature:

With acetic acid; In neat (no solvent); at 20 ℃; for 1h; regioselective reaction;

DOI:10.1039/c9cc09048g

Reference yield: 97.0%

3-benzyl-5-phenyloxazolidin-2-one (117416-53-2) → 2-benzylamino-1-phenyl-ethanol (51096-49-2,91579-12-3,107171-75-5,27159-30-4)

Guidance literature:

With sodium hydroxide; In diethylene glycol; at 130 - 140 ℃;

Reference yield: 95.0%

oxytriphine (22020-69-5) → 2-benzylamino-1-phenyl-ethanol (51096-49-2,91579-12-3,107171-75-5,27159-30-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo00132a001

upstream raw materials:

styrene oxide

benzylamine

2,5-diphenyloxazole

α-(N-Benzylamino)acetophenone

Downstream raw materials:

4-[Benzyl-(2-hydroxy-2-phenyl-ethyl)-amino]-1-phenyl-butan-1-one

(4S*)-N-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline

(4R)-(+)-4-phenyl-1,2,3,4-tetrahydroisoquinoline

(4S)-(-)-4-phenyl-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Chakraborti, Asit K.,Rudrawar, Santosh,Kondaskar, Atul. "An efficient synthesis of 2-amino alcohols by silica gel catalysed opening of epoxide rings by amines". . p. 1277 - 1280. Retrieved 2004.
• 2、 Browne,Lutz. "-". . p. 1187,1190. Retrieved 1952.
• 3、 Gruber,Renner. "-". . p. 751,758. Retrieved 1950.
• 4、 Métro, Thomas-Xavier,Pardo, Domingo Gomez,Cossy, Janine. "Stereospecific rearrangement of β-amino alcohols catalyzed by H 2SO4". . p. 2888 - 2890. Retrieved 2007.
• 5、 Azizi, Najmodin,Saidi, Mohammad R.. "Solid lithium perchlorate as a powerful catalyst for the synthesis of β-aminoalcohols under solvent-free conditions". . p. 505 - 507. Retrieved 2005.
• 6、 Gupta, Padmini,Garkoti, Charu,Shabir, Javaid,Surabhi,Sah, Digvijay,Mozumdar, Subho. "Amine grafted Fe3O4 immobilized graphene oxide as a recyclable and effectual nanocomposite for the regioselective ring opening reaction". . p. 4013 - 4028. Retrieved 2021/06/25.
• 7、 Li, Dong,Wang, Jing,Yu, Shibo,Ye, Silei,Zou, Wenjie,Zhang, Hongbin,Chen, Jingbo. "Highly regioselective ring-opening of epoxides with amines: A metal- A nd solvent-free protocol for the synthesis of β-amino alcohols". supporting information. p. 2256 - 2259. Retrieved 2020/03/04.