(R)-(-)-1-Methyl-3-phenylpropylamine

Base Information

• Chemical Name: (R)-(-)-1-Methyl-3-phenylpropylamine
• CAS No.: 937-52-0
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Hs Code.: 29214990
• UNII: O4F6H42UWQ
• Nikkaji Number: J281.486B
• Wikidata: Q27285319
• Mol file: 937-52-0.mol

Synonyms:(R)-(-)-1-Methyl-3-phenylpropylamine;937-52-0;(2R)-4-phenylbutan-2-amine;(R)-4-Phenylbutan-2-amine;O4F6H42UWQ;4-Phenylbutan-2-amine, (R)-;UNII-O4F6H42UWQ;Benzenepropanamine, alpha-methyl-, (R)-;(R)-1-METHYL-3-PHENYLPROPYLAMINE;r-4-phenylbutan-2-amine;(R)--Methylbenzenepropanamine;SCHEMBL605244;(R)-4-Phenylbutane-2-amine;WECUIGDEWBNQJJ-SECBINFHSA-N;(r)-1-methyl-3-phenyl-propylamine;Benzenepropanamine, -methyl-, (R)-;MFCD00145208;AKOS015840002;BP-20349;F20201;EN300-1865402;BENZENEPROPANAMINE, .ALPHA.-METHYL-, (R)-;Q27285319;4DD

Chemical Property of (R)-(-)-1-Methyl-3-phenylpropylamine

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.107mmHg at 25°C
• Melting Point: 24ºC
• Refractive Index: 1.513-1.515
• Boiling Point: 221.499 °C at 760 mmHg
• PKA: 10?+-.0.35(Predicted)
• Flash Point: 97.778 °C
• PSA: 26.02000
• Density: 0.936 g/cm³
• LogP: 2.66670
• Storage Temp.: 0-6°C
• 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:

98%min ^*data from raw suppliers

(R)-4-Phenyl-2-butanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-52/53-34-24/25
• Safety Statements: 37/39-26-61-45-36/37/39

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
• Uses: (R)-4-Phenyl-2-butane was used for study of preparation and biological activity of dipeptide nitriles as reversible and potent cathepsin S inhibitors.

Technology Process of (R)-(-)-1-Methyl-3-phenylpropylamine

There total 93 articles about (R)-(-)-1-Methyl-3-phenylpropylamine 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: 96.4%

4-Phenyl-2-butanone (2550-26-7) + 2-Pentanone (107-87-9) → (R)‐2‐aminopentane (625-30-9,33985-20-5,54542-13-1,63493-28-7) + (R)-1-methyl-3-phenylpropylamine (937-52-0,22148-77-2,1199266-89-1)

Guidance literature:

With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide; In aq. buffer; at 30 ℃; for 24h; pH=8.8; Reagent/catalyst; pH-value; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.joc.9b02445

Reference yield: 96.1%

n-hexan-2-one (591-78-6) + 4-Phenyl-2-butanone (2550-26-7) → (R)-1-methyl-3-phenylpropylamine (937-52-0,22148-77-2,1199266-89-1) + (R)‐2‐aminohexane (5329-79-3,68107-05-1,70095-40-8,70492-67-0)

Guidance literature:

With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase-A₁₁₃G mutant; ammonium formate; nicotinamide adenine dinucleotide; In aq. buffer; at 30 ℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.joc.9b02445

Reference yield: 46.6%

3-methyl-butan-2-one (563-80-4) + 4-Phenyl-2-butanone (2550-26-7) → (2R)-3-methyl-2-butylamine (598-74-3,22526-46-1,34701-33-2,110509-11-0) + (R)-1-methyl-3-phenylpropylamine (937-52-0,22148-77-2,1199266-89-1)

Guidance literature:

With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide; In aq. buffer; at 30 ℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.joc.9b02445

upstream raw materials:

(RS)-1-methyl-3-phenylpropylamine

(1R,2S)-norephedrine

benzylacetone O-methyloxime

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

Downstream raw materials:

1,2-bis[2'-methyl-5'-{[((R)-1-methyl-3-phenylpropyl)amino]carbonyl}thien-3'-yl]cyclopent-1-ene

(R)-N-(3,5-dinitrobenzoyl)-α-methylbenzenepropanamine

(RS)-1-methyl-3-phenylpropylamine

tert-butyl (R)-(4-phenylbutan-2-yl)carbamate

Refernces

• 1、 Li, Jianjiong,Wang, Yingang,Wu, Qiaqing,Yao, Peiyuan,Yu, Shanshan,Zhu, Dunming. "Simultaneous Preparation of (S)-2-Aminobutane and d -Alanine or d -Homoalanine via Biocatalytic Transamination at High Substrate Concentration". supporting information. . Retrieved 2022/03/01.
• 2、 B?hmer, Wesley,Koenekoop, Lucien,Mutti, Francesco G.,Simon, Timothée. "Parallel interconnected kinetic asymmetric transformation (PIKAT) with an immobilized ω-transaminase in neat organic solvent". . . Retrieved 2020/05/25.