(s)-4-Phenylbutan-2-amine

Base Information

• Chemical Name: (s)-4-Phenylbutan-2-amine
• CAS No.: 4187-57-9
• Molecular Formula: C10H15 N
• Molecular Weight: 149.236
• Hs Code.: 29214900
• European Community (EC) Number: 803-822-5
• UNII: ATN027167D
• DSSTox Substance ID: DTXSID30426390
• Nikkaji Number: J281.487K
• Wikidata: Q27274114
• Mol file: 4187-57-9.mol

Synonyms:(s)-4-phenylbutan-2-amine;4187-57-9;(2S)-4-phenylbutan-2-amine;(S)-(+)-1-METHYL-3-PHENYLPROPYLAMINE;4-Phenylbutan-2-amine, (S)-;(s)-1-methyl-3-phenylpropylamine;ATN027167D;SCHEMBL894528;UNII-ATN027167D;(S)-4-Phenylbutane-2-amine;DTXSID30426390;WECUIGDEWBNQJJ-VIFPVBQESA-N;(S)-1-Methyl-3-phenyl-propylamine;MFCD00671665;AKOS006339861;AG-F-48804;Benzenepropanamine, alpha-methyl-, (S)-;EN300-862012;Y11691;(S)-(+)-1-methyl-3-phenylpropylamine, AldrichCPR;BENZENEPROPANAMINE, .ALPHA.-METHYL-, (S)-;Q27274114

Chemical Property of (s)-4-Phenylbutan-2-amine

Chemical Property:

• Vapor Pressure: 0.107mmHg at 25°C
• Melting Point: 143°C (estimate)
• Refractive Index: 1.513-1.515
• Boiling Point: 221.5 ºC at 760 mmHg
• PKA: 10?+-.0.35(Predicted)
• Flash Point: 97.8 ºC
• PSA: 26.02000
• Density: 0.936 g/cm³
• LogP: 2.66670
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-1-METHYL-3-PHENYLPROPYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38-52-34-22
• Safety Statements: 37/39-26-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)N
• Isomeric SMILES: C[C@@H](CCC1=CC=CC=C1)N

Technology Process of (s)-4-Phenylbutan-2-amine

There total 77 articles about (s)-4-Phenylbutan-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: 99.0%

4-Phenyl-2-butanone (2550-26-7) → (S)-1-methyl-3-phenylpropylamine (4187-57-9,22148-77-2,1199266-89-1)

Guidance literature:

With pyridoxal 5'-phosphate; ω-transaminases from ochrobactrum anthropi mutant W58A; isopropylamine; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 5h; under 300 Torr; pH=7; Reagent/catalyst; enantioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1002/adsc.201500211

Reference yield: 45.0%

isopropyl methoxyacetate (17640-21-0) + (RS)-1-methyl-3-phenylpropylamine (22374-89-6,22148-77-2,1199266-89-1) → (R)-N-(1-methyl-3-phenylpropyl)-2-methoxyacetamide + (S)-1-methyl-3-phenylpropylamine (4187-57-9,22148-77-2,1199266-89-1)

Guidance literature:

With Novozym 435; at 23 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.tetasy.2012.02.008

Reference yield: 40.0%

isopropyl 2-ethoxyacetate (54063-13-7) + (RS)-1-methyl-3-phenylpropylamine (22374-89-6,22148-77-2,1199266-89-1) → (R)-2-ethoxy-N-(4-phenylbutan-2-yl)acetamide + (S)-1-methyl-3-phenylpropylamine (4187-57-9,22148-77-2,1199266-89-1)

Guidance literature:

With lipase B from Candida antarctica immobilized on acrylic beads; In toluene; at 30 ℃; for 8h; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tet.2018.05.032

upstream raw materials:

(1R,2S)-norephedrine

benzylacetone O-methyloxime

N-((R)-2-methoxy-1-phenylethyl)-1-methyl-3-phenylpropylamine

*,S^*)>-α-methyl-N-(1-phenylethyl)benzenepropanamide

Downstream raw materials:

N-(1-oxo-3-phenyl-1-(4-phenylbutan-2-ylamino)propan-2-yl)octanamide

2-ethanamido-3-phenyl-N-(4-phenylbutan-2-yl)propanamide

(S)-2,2,2-trifluoro-N-(4-phenylbutan-2-yl)acetamide

4-Phenyl-2-butanone

Refernces

• 1、 Liu, He,Wang, Hualei,Wei, Dongzhi,Xie, Youyu,Xu, Feng,Xu, Xiangyang,Yang, Lin. "Engineering the large pocket of an (S)-selective transaminase for asymmetric synthesis of (S)-1-amino-1-phenylpropane". . p. 2461 - 2470. Retrieved 2021/04/22.
• 2、 Askey, Hannah E.,Grayson, James D.,Tibbetts, Joshua D.,Turner-Dore, Jacob C.,Holmes, Jake M.,Kociok-Kohn, Gabriele,Wrigley, Gail L.,Cresswell, Alexander J.. "Photocatalytic Hydroaminoalkylation of Styrenes with Unprotected Primary Alkylamines". supporting information. p. 15936 - 15945. Retrieved 2021/10/12.