(S)-(-)-1-(4-Methoxyphenyl)ethylamine

Base Information

• Chemical Name: (S)-(-)-1-(4-Methoxyphenyl)ethylamine
• CAS No.: 41851-59-6
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.208
• Hs Code.: 29214200
• European Community (EC) Number: 609-962-1
• DSSTox Substance ID: DTXSID00355183
• Nikkaji Number: J57.086I
• Wikidata: Q72517625
• Mol file: 41851-59-6.mol

Synonyms:41851-59-6;(S)-(-)-1-(4-Methoxyphenyl)ethylamine;(s)-1-(4-methoxyphenyl)ethanamine;(S)-1-(4-Methoxyphenyl)ethylamine;(1s)-1-(4-methoxyphenyl)ethanamine;(S)-1-(4-Methoxy-phenyl)-ethylamine;s-(-)-1-(4-methoxyphenyl)ethylamine;(-)-[(S)-1-(4-Methoxyphenyl)ethyl]amine;s(-)-1-(4-methoxyphenyl)ethylamine;(1S)-1-(4-methoxyphenyl)ethylamine;MFCD00671660;(1S)-1-(4-methoxyphenyl)ethan-1-amine;EC 609-962-1;(s)-p-1-(4-methoxyphenyl) ethylamine;6GC7UU4LDV;EC 700-847-2;(S)-1-(4-methoxyphenyl)ethan-1-amine;UNII-6GC7UU4LDV;SCHEMBL56478;(s)-4-methoxyphenylethylamine;SCHEMBL4779358;DTXSID00355183;NSC 42442;(S)-1-(4-methoxyphenyl) ethylamine;(S)-1-(4-methoxyphenyl)-ethylamine;(S)-p-1-(4-Methoxyphenyl)ethylamine;(S)-p-Methoxy-alpha-methylbenzylamine;4-methoxy-alpha-(S)-methylbenzylamine;AKOS005145913;AKOS015851904;1-(S)-(4-methoxy-phenyl)-ethylamine;CS-W009113;(1S)-1-(4-methoxy-phenyl)-ethylamine;(S)-(-)-1-(4methoxyphenyl)ethylamine;(1S)-1-[4-(methyloxy)phenyl]ethanamine;AS-13191;(S)-(-)-1-(4-methoxyphenyl)-ethylamine;(S)-(-)-4-Methoxy-alpha-methylbenzylamine;{(1S)-1-[4-(methyloxy)phenyl]ethyl}amine;A6874;AM20040441;M1512;(S)-(-)-4-Methoxy- alpha -methylbenzylamine;(S)-(-)-4-methoxy-alpha-methyl benzyl amine;EN300-112624;(S)-(-)-1-(4-Methoxyphenyl)ethylamine, ChiPros?;J-502308;Z1127664047;(S)-(-)-4-Methoxy-alpha-methylbenzylamine, >=98.0% (sum of enantiomers, GC);(S)-(-)-4-Methoxy-alpha-methylbenzylamine, ChiPros(R), produced by BASF, 99%

Chemical Property of (S)-(-)-1-(4-Methoxyphenyl)ethylamine

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.0383mmHg at 25°C
• Melting Point: <-20 °C
• Refractive Index: n20/D 1.533
• Boiling Point: 240.3 °C at 760 mmHg
• PKA: 9.29±0.10(Predicted)
• Flash Point: 99.3 °C
• PSA: 35.25000
• Density: 1.003 g/cm³
• LogP: 2.41520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• 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: 108

Purity/Quality:

98% ^*data from raw suppliers

(-)-[(S)-1-(4-Methoxyphenyl)ethyl]amine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)OC)N
• Isomeric SMILES: C[C@@H](C1=CC=C(C=C1)OC)N
• Uses: (S)-(?)-4-Methoxy-α-methylbenzylamine is employed in the synthesis of S(+)-4-(1-phenylethylamino)quinazolines, as human immunoglobuline E inhibitor and haloaryl-β-amino acids. It is also used as a precursor to prepare chiral intermediate in the total synthesis of solanoeclepin A.

Technology Process of (S)-(-)-1-(4-Methoxyphenyl)ethylamine

There total 57 articles about (S)-(-)-1-(4-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: 94.0%

1-(4-methoxyphenyl)ethanone (100-06-1) → (S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6)

Guidance literature:

1-(4-methoxyphenyl)ethanone; With ochrobactrum anthropi ω-transaminases W58L/R417A; isopropylamine; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 5.5h; under 460 Torr; pH=7; Enzymatic reaction;

With hydrogenchloride; perchloric acid; In water; acetonitrile;

DOI:10.1021/acscatal.9b01546

Reference yield: 79.0%

(E)-4-methoxyacetophenone oxime O-2-nitrobenzyl ether (1034926-69-6) → (S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6)

Guidance literature:

(E)-4-methoxyacetophenone oxime O-2-nitrobenzyl ether; With borane; (S)-(-)-diphenylvalinol; In tetrahydrofuran; at 20 ℃; for 20h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 30h; Further stages.;

DOI:10.1016/j.tetasy.2008.03.008

Reference yield: 75.0%

(E)-4-methoxyacetophenone oxime 2-nitrobenzyl ether → (S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6)

Guidance literature:

With (S)-N,N-diphenylvalinol; diborane; Inert atmosphere;

upstream raw materials:

1-(4-methoxyphenyl)ethanamine

N'-(1-(4-methoxyphenyl)ethylidene)benzohydrazide

methylmagnesium bromide

(R)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine

Downstream raw materials:

ethylbenzene

1(R)-(4-methoxyphenyl)-ethylamine

1-[(1S)-1-aminoethyl]-4-methoxy-1,4-cyclohexadiene

C₁₉H₂₈N₂O₄

Refernces

• 1、 Phyo, Ye' Zaw,Teixeira, Joana,Tiritan, Maria Elizabeth,Cravo, Sara,Palmeira, Andreia,Gales, Luís,Silva, Artur M.S.,Pinto, Madalena M.M.,Kijjoa, Anake,Fernandes, Carla. "New chiral stationary phases for liquid chromatography based on small molecules: Development, enantioresolution evaluation and chiral recognition mechanisms". . p. 81 - 97. Retrieved 2019/11/28.
• 2、 Han, Sang-Woo,Jang, Youngho,Shin, Jong-Shik. "In Vitro and in Vivo One-Pot Deracemization of Chiral Amines by Reaction Pathway Control of Enantiocomplementary ω-Transaminases". . p. 6945 - 6954. Retrieved 2019/08/26.