(R)-N-Benzyl-1-(4-methoxyphenyl)propane-2-amine

Base Information

• Chemical Name: (R)-N-Benzyl-1-(4-methoxyphenyl)propane-2-amine
• CAS No.: 67346-60-5
• Molecular Formula: C₁₇H₂₁NO
• Molecular Weight: 255.36
• UNII: GMJ7KY228M
• Nikkaji Number: J817.053C
• Mol file: 67346-60-5.mol

Synonyms:67346-60-5;(2R)-N-benzyl-1-(4-methoxyphenyl)propan-2-amine;(R)-(-)-1-(4-Methoxyphenyl)-2-benzylaminopropane;(R)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine;(R)-N-Benzyl-1-(4-methoxyphenyl)propane-2-amine;GMJ7KY228M;SCHEMBL719011;CVGPWMGXKOKNFD-CQSZACIVSA-N;F31289;(2R)-N-Benzyl-1-(p-methoxyphenyl)propan-2-amine;(R)-(-)-1-(4'-Methoxyphenyl)-2-benzylaminopropane;(R)-4-Methoxy-alpha-methyl-N-benzylbenzeneethanamine;(R)-4-methoxy-alpha-methyl-N-(phenylmethyl)benzene ethanamine;(R)-4-methoxy-alpha-methyl-N-(phenylmethyl)benzeneethanamine;4-Methoxy-alpha-methyl-N-(phenylmethyl)benzeneethanamine, (-)-;(alphaR)-4-Methoxy-alpha-methyl-N-(phenylmethyl)benzeneethanamine;4-Methoxy-alpha-methyl-N-(phenylmethyl)benzeneethanamine, (alphaR)-;Benzeneethanamine, 4-methoxy-alpha-methyl-N-(phenylmethyl)-, (R)-;Benzeneethanamine, 4-methoxy-alpha-methyl-N-(phenylmethyl)-, (alphaR)-

Chemical Property of (R)-N-Benzyl-1-(4-methoxyphenyl)propane-2-amine

Chemical Property:

• Boiling Point: 377.8±22.0 °C(Predicted)
• PKA: 9.54±0.19(Predicted)
• Density: 1.024±0.06 g/cm3(Predicted)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 255.162314293
• Heavy Atom Count: 19
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-1-(4-Methoxyphenyl)-2-benzylaminopropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC1=CC=C(C=C1)OC)NCC2=CC=CC=C2
• Isomeric SMILES: C[C@H](CC1=CC=C(C=C1)OC)NCC2=CC=CC=C2
• Uses: (R)-(-)-1-(4-Methoxyphenyl)-2-benzylaminopropane is the R enantiomer of 1-(4-Methoxyphenyl)-2-(benzylamino)propane (M260970), which is an intermediate in the synthesis of Formoterol Fumarate (F693401).

Technology Process of (R)-N-Benzyl-1-(4-methoxyphenyl)propane-2-amine

There total 15 articles about (R)-N-Benzyl-1-(4-methoxyphenyl)propane-2-amine 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%

(R)-(-)-p-methoxyamphetamine (58993-79-6,23239-32-9) + benzaldehyde (100-52-7) → (R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane (67346-60-5)

Guidance literature:

With platinum on carbon; hydrogen; In toluene; at 80 ℃; for 14h; under 3800.26 Torr; Autoclave;

DOI:10.1002/adsc.201801457

Reference yield: 35.0%

[2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amine (43229-65-8) → (R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane (67346-60-5)

Guidance literature:

With (S)-Mandelic acid; In methanol; Heating;

DOI:10.1021/jm070030d

Reference yield:

4-methoxybenzyl methyl ketone (122-84-9) + benzylamine (100-46-9) → (S)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane (67346-59-2) + (R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane (67346-60-5)

Guidance literature:

With titanium(IV) isopropylate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; trifluoroacetic acid; In dichloromethane; at 20 ℃; under 38002.6 Torr; Overall yield = 65 %; Optical yield = 46 %ee; enantioselective reaction; Molecular sieve;

DOI:10.1002/anie.201601025

upstream raw materials:

4-methoxybenzyl methyl ketone

benzylamine

(R)-N-benzyl-N-(1-methyl-2-p-methoxyphenylethyl)amine L-mandelate

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

Downstream raw materials:

C₃₉H₄₁NO₄

N-[5-[(1R)-Hydroxy-2-[[(1R)-methyl-2-(4-methoxyphenyl)ethyl](phenylmethyl)amino]ethyl]-2-(phenylmethoxy)phenyl]-formamide

(R,R)-3-nitro-α-[[[2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amino]methyl]-4-(phenylmethoxy)-benzenemethanol

(R)-4-benzyloxy-3-nitro-α-(N-benzyl-N-(1-methyl-2-p-methoxyphenylethyl)amino)acetophenone

Refernces

• 1、 -. "IRIDIUM COMPLEX". Paragraph 0086; 0087-0089. . Retrieved 2017/08/18.
• 2、 Huang, Haizhou,Liu, Xiaoyan,Zhou, Le,Chang, Mingxin,Zhang, Xumu. "Direct Asymmetric Reductive Amination for the Synthesis of Chiral β-Arylamines". . p. 5309 - 5312. Retrieved 2016/04/26.