(S)-(-)-1-Amino-1-phenylpropane

Base Information

• Chemical Name: (S)-(-)-1-Amino-1-phenylpropane
• CAS No.: 3789-59-1
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2921499090
• European Community (EC) Number: 455-040-5,609-485-9
• DSSTox Substance ID: DTXSID0049288
• Nikkaji Number: J57.046J
• ChEMBL ID: CHEMBL3183068
• Mol file: 3789-59-1.mol

Synonyms:3789-59-1;(S)-1-Phenylpropan-1-amine;(S)-(-)-1-Phenylpropylamine;(S)-(-)-1-AMINO-1-PHENYLPROPANE;(1S)-1-phenylpropan-1-amine;(S)-(-)-alpha-Ethylbenzylamine;(s)--ethylbenzylamine;(1S)-1-phenyl-1-propanamine;DTXSID0049288;(S)-1-Phenylpropylamine;(S)-alpha-ethylbenzylamine;(1s)-phenylpropylamine;(1S)-1-phenylpropylamine;(S)-1-phenyl propylamine;(S)-1-phenyl-propylamine;(S)-alpha-ethyl benzylamine;(s)-1-phenyl-n-propylamine;(s)-1-phenyl-1-propanamine;(S)-(-)-a-ethylbenzylamine;(S)-1-(phenyl)-propylamine;SCHEMBL170928;CHEMBL3183068;DTXCID9029144;(s)-(-)-1-phenyl propylamine;AQFLVLHRZFLDDV-VIFPVBQESA-N;(S)-(-)- alpha -Ethylbenzylamine;Tox21_202829;MFCD00082356;AKOS016843295;CS-W013346;NCGC00260375-01;(S)-(-)-1-Phenylpropylamine, ChiPros?;AS-14980;CAS-3789-59-1;A6446;P1508;EN300-136407;F11436;(S)-(-)-alpha-Ethylbenzylamine, >=95.0% (GC);1-Phenyl-propylamine;(S)-(-)-alpha-Ethylbenzylamine, ChiPros(R), produced by BASF, >=99%

Chemical Property of (S)-(-)-1-Amino-1-phenylpropane

Chemical Property:

• Vapor Pressure: 26.5Pa at 20℃
• Melting Point: -69 °C
• Refractive Index: n20/D 1.520
• Boiling Point: 203.9 °C at 760 mmHg
• PKA: 9.34±0.10(Predicted)
• Flash Point: 85.1 °C
• PSA: 26.02000
• Density: 0.944 g/cm³
• LogP: 2.79670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 84.7

Purity/Quality:

98% ^*data from raw suppliers

(S)-(-)-1-Phenylpropylamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)N
• Isomeric SMILES: CC[C@@H](C1=CC=CC=C1)N
• Uses: (S)-(-)-1-Amino-1-phenylpropane is used in the synthesis of a new series of L-Aspartyl-D-amino amide sweeteners. They contain a sweetness potency 2000 times that of a 10% sucrose solution. Also, a molecul ar determinant of substrate specificity for transaminases, owing to its chiral carbon. (S)-(?)-α-Ethylbenzylamine can be used:To prepare optically active copolyacrylate polymers with sensing and chiroptical properties.As a chiral auxiliary in the preparation of enantioenriched indanone derived α-SCF2H β-keto esters.

Technology Process of (S)-(-)-1-Amino-1-phenylpropane

There total 132 articles about (S)-(-)-1-Amino-1-phenylpropane 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: 98.0%

2-Methyl-propane-2-sulfinic acid [1-phenyl-prop-(E)-ylidene]-amide → 1-phenylpropylamine (2941-20-0,3082-64-2,3789-59-1,35600-74-9)

Guidance literature:

2-Methyl-propane-2-sulfinic acid [1-phenyl-prop-(E)-ylidene]-amide; With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; In isopropyl alcohol; at 50 ℃; for 2h; Molecular sieve;

With hydrogenchloride; In methanol; optical yield given as %ee; diastereoselective reaction;

DOI:10.1016/j.tetlet.2010.12.031

Reference yield: 98.0%

(1-phenyl-propyl)-carbamic acid benzyl ester (321851-54-1) → (R)-1-phenylpropylamine (3789-59-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; at 20 ℃; for 0.166667h;

DOI:10.1246/bcsj.73.2423

Reference yield: 97.0%

triethyl borane (97-94-9) + (1S,3S,4R)-2-benzyl-3-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-2-thioniabicyclo[2.2.1]heptane tetrafluoroborate → 1-phenylpropylamine (2941-20-0,3082-64-2,3789-59-1,35600-74-9)

Guidance literature:

(1S,3S,4R)-2-benzyl-3-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-2-thioniabicyclo[2.2.1]heptane tetrafluoroborate; With lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h;

triethyl borane; In tetrahydrofuran; dichloromethane; at -100 - 0 ℃;

With hydroxylamine-O-sulfonic acid; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; Further stages.;

DOI:10.1021/ja074110i

upstream raw materials:

1-phenylpropylamine

Propiophenonbenzoylhydrazon

propiophenone oxime

1-phenylpropan-1-one O-(phenylmethyl)oxime

Downstream raw materials:

N-<(S)-α-ethylbenzyl>benzoylformamide

2-Acetylamino-N-((R)-1-phenyl-propyl)-acrylamide

(-)-N-(1-phenylpropyl)trimethylacetamide

[2-Phenyl-eth-(E)-ylidene]-((R)-1-phenyl-propyl)-amine

Refernces

• 1、 Tseliou, Vasilis,Schilder, Don,Masman, Marcelo F.,Knaus, Tanja,Mutti, Francesco G.. "Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity". supporting information. p. 3315 - 3325. Retrieved 2020/12/11.
• 2、 Jiang, Hong,Yang, Kuiwei,Zhao, Xiangxiang,Zhang, Wenqiang,Liu, Yan,Jiang, Jianwen,Cui, Yong. "Highly Stable Zr(IV)-Based Metal-Organic Frameworks for Chiral Separation in Reversed-Phase Liquid Chromatography". supporting information. p. 390 - 398. Retrieved 2021/01/13.