N-benzyl-1-(4-methoxyphenyl)propan-2-amine;(2R)-2-hydroxy-2-phenylacetic acid

Base Information

• Chemical Name: N-benzyl-1-(4-methoxyphenyl)propan-2-amine;(2R)-2-hydroxy-2-phenylacetic acid
• CAS No.: 245759-64-2
• Molecular Formula: C₈H₈O₃*C₁₇H₂₁NO
• Molecular Weight: 407.51
• Hs Code.: 2922509090
• European Community (EC) Number: 607-405-7
• Mol file: 245759-64-2.mol

Synonyms:245759-64-2

Chemical Property of N-benzyl-1-(4-methoxyphenyl)propan-2-amine;(2R)-2-hydroxy-2-phenylacetic acid

Chemical Property:

• Vapor Pressure: 6.58E-06mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 377.8 °C at 760 mmHg
• Flash Point: 160.3 °C
• PSA: 21.26000
• Density: 1.025 g/cm³
• LogP: 3.80690
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 407.20965841
• Heavy Atom Count: 30
• Complexity: 368

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-1-(4-methoxyphenyl)propan-2-amine(S)-2-hydroxy-2-phenylacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC=C(C=C1)OC)NCC2=CC=CC=C2.C1=CC=C(C=C1)C(C(=O)O)O
• Isomeric SMILES: CC(CC1=CC=C(C=C1)OC)NCC2=CC=CC=C2.C1=CC=C(C=C1)[C@H](C(=O)O)O

Technology Process of N-benzyl-1-(4-methoxyphenyl)propan-2-amine;(2R)-2-hydroxy-2-phenylacetic acid

There total 8 articles about N-benzyl-1-(4-methoxyphenyl)propan-2-amine;(2R)-2-hydroxy-2-phenylacetic acid 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:

(S)-Mandelic acid (17199-29-0) + benzyl-[2-(4-methoxy-phenyl)-1-methyl-ethyl]-amine; hydrochloride (1049695-95-5) → (R)-N-benzyl-N-(1-methyl-2-p-methoxyphenylethyl)amine L-mandelate (245759-64-2)

Guidance literature:

benzyl-[2-(4-methoxy-phenyl)-1-methyl-ethyl]-amine; hydrochloride; With sodium hydroxide; In water;

(S)-Mandelic acid; In methanol; at 25 - 30 ℃; Resolution of racemate; Reflux;

Reference yield:

4-methoxybenzyl methyl ketone (122-84-9) + (S)-Mandelic acid (17199-29-0) + benzylamine (100-46-9) → N-benzyl-1-(4-methoxyphenyl)propan-2-amine mandalate salt (245759-64-2)

Guidance literature:

4-methoxybenzyl methyl ketone; benzylamine; In methanol; at 25 - 45 ℃; for 2h; Autoclave; Large scale;

With platinum(IV) oxide; hydrogen; In methanol; at 25 - 30 ℃; Autoclave; Large scale;

(S)-Mandelic acid; In methanol; at 70 - 75 ℃; Large scale;

Reference yield:

4-methoxybenzyl methyl ketone (122-84-9) → (R)-N-benzyl-N-(1-methyl-2-p-methoxyphenylethyl)amine L-mandelate (245759-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: platinum on carbon; hydrogen / methanol / 20 °C / 2327.23 - 2844.39 Torr / Inert atmosphere

2: methanol / 20 °C / Inert atmosphere; Reflux

With platinum on carbon; hydrogen; In methanol;

upstream raw materials:

(S)-Mandelic acid

[2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amine

benzyl-[2-(4-methoxy-phenyl)-1-methyl-ethyl]-amine; hydrochloride

benzylamine

Downstream raw materials:

(S,S)-formoterol fumarate

(S,S)-formoterol

N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-(4-methoxyphenyl)-1-methylethyl]-amino]ethyl]phenyl]formamide

(R,R)-formoterol

Refernces

• 1、 -. "PROCESS FOR THE SYNTHESIS OF ARFORMOTEROL". Page/Page column 32. . Retrieved 2009/12/28.
• 2、 Hett, Robert,Fang, Qun K.,Gao, Yun,Wald, Stephen A.,Senanayake, Chris H.. "Large-scale synthesis of enantio- and diastereomerically pure (R,R)-formoterol". . p. 96 - 99. Retrieved 2013/09/08.