(S)-1-(3-Methoxyphenyl)ethylamine

Base Information

• Chemical Name: (S)-1-(3-Methoxyphenyl)ethylamine
• CAS No.: 82796-69-8
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.208
• Hs Code.: 2922299090
• European Community (EC) Number: 632-902-0
• DSSTox Substance ID: DTXSID501002896
• Nikkaji Number: J735.531I
• Wikidata: Q72517628
• Mol file: 82796-69-8.mol

Synonyms:82796-69-8;(S)-1-(3-Methoxyphenyl)ethanamine;(S)-1-(3-METHOXYPHENYL)ETHYLAMINE;(1S)-1-(3-methoxyphenyl)ethanamine;(S)-1-(3-methoxyphenyl)ethan-1-amine;(S)-3-(1-Aminoethyl)anisole;(1S)-1-(3-methoxyphenyl)ethan-1-amine;EC 632-902-0;MFCD00671656;(s)-3-methoxy-alpha-methylbenzylamine;(s)-(-)-1-(3-methoxyphenyl)ethylamine;SCHEMBL335349;(s)-(3-methoxyphenyl)ethylamine;CJWGCBRQAHCVHW-ZETCQYMHSA-N;DTXSID501002896;AMY37526;CS-B0843;(1S)-1-(3-methoxyphenyl)ethylamine;(S)-1-(3-methoxyphenyl)-ethylamine;AKOS015852241;(S)-1-(3-methoxy-phenyl)-ethylamine;1-(S)-(3-methoxy-phenyl)-ethylamine;AS-35064;(S)-(-)-3-Methoxy-i+--methylbenzylamine;EN300-97838;A840448;(S)-3-Methoxy-alpha-methylbenzylamine, ChiPros(R), produced by BASF, 99%

Chemical Property of (S)-1-(3-Methoxyphenyl)ethylamine

Chemical Property:

• Vapor Pressure: 0.0524mmHg at 25°C
• Melting Point: 5℃
• Refractive Index: 1.5335
• Boiling Point: 234.6 °C at 760 mmHg
• PKA: 8.92±0.10(Predicted)
• Flash Point: 94.7 °C
• PSA: 35.25000
• Density: 1.003 g/cm³
• LogP: 2.41520
• Storage Temp.: Refrigerator, under inert atmosphere
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Soluble in water (10g/L).
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-1-(3-Methoxyphenyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R21/22:Harmful in contact with skin and if swallowed.; R34:Causes burns.
• Hazard Codes: C,Xn
• Statements: 21/22-34-22-20
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)OC)N
• Isomeric SMILES: C[C@@H](C1=CC(=CC=C1)OC)N
• Uses: Reatant in the synthesis of the (R)-atropisomer, rivastigmine tartrate.

Technology Process of (S)-1-(3-Methoxyphenyl)ethylamine

There total 42 articles about (S)-1-(3-Methoxyphenyl)ethylamine 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: 99.0%

(S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide (1304771-29-6) → (S)-1-(3-methoxyphenyl)ethylamine (50919-07-8,62409-13-6,82796-69-8,88196-70-7)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.15227/orgsyn.090.0338

Reference yield: 94.0%

(S)-N-[1-(3-methoxyphenyl)ethylidene]-2-methylpropane-2-sulfinamide → (S)-1-(3-methoxyphenyl)ethylamine (50919-07-8,62409-13-6,82796-69-8,88196-70-7)

Guidance literature:

(S)-N-[1-(3-methoxyphenyl)ethylidene]-2-methylpropane-2-sulfinamide; With [RhCl₂(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol; at 50 ℃; for 0.5h; Inert atmosphere; Microwave irradiation; Molecular sieve;

With hydrogenchloride; In methanol; at 20 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201402884

Reference yield: 89.0%

1-(3-Methoxyphenyl)ethanone (586-37-8) → (S)-1-(3-methoxyphenyl)ethylamine (50919-07-8,62409-13-6,82796-69-8,88196-70-7)

Guidance literature:

With glucose dehydrogenase; D-Glucose; L-alanin; Vibrio fluvialis ω-transaminase; nicotiamide adenine dinucleotide; lactate dehydrogenase; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=7; optical yield given as %ee; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/c0cc00585a

upstream raw materials:

1-(3-methoxy-phenyl)-ethanone oxime

1-(3-Methoxyphenyl)ethanone

N-formyl-1-(3-methoxyphenyl)ethylamine

(R)-1-(3-methoxyphenyl)ethylamine

Downstream raw materials:

N-[1-(3-Methoxy-phenyl)-ethyl]-oxalamic acid octyl ester

N-[1-(3-Methoxyphenyl)ethyl]phthalimide

(S)-3-phenyl-N-[1-(3-methoxyphenyl)ethyl]acrylamide

(S)-1-(3-methoxyphenyl)ethylamine

Refernces

• 1、 Funk, Pierre,Richrath, Ruben B.,Bohle, Fabian,Grimme, Stefan,Gans?uer, Andreas. "Oxidation Under Reductive Conditions: From Benzylic Ethers to Acetals with Perfect Atom-Economy by Titanocene(III) Catalysis". . p. 5482 - 5488. Retrieved 2021/02/03.
• 2、 Beller, Matthias,Chandrashekhar, Vishwas G.,Jagadeesh, Rajenahally V.,Jiao, Haijun,Murugesan, Kathiravan,Wei, Zhihong. "General and selective synthesis of primary amines using Ni-based homogeneous catalysts". . p. 4332 - 4339. Retrieved 2020/05/18.