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Chemical Structure| 3182-95-4 Chemical Structure| 3182-95-4
Chemical Structure| 3182-95-4

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Synonyms: (S)-3-Phenyl-2-amino-1-propanol; (S)-Phenylalaninol

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Product Details of L-(-)-Phenylalaninol

CAS No. :3182-95-4
Formula : C9H13NO
M.W : 151.21
SMILES Code : OC[C@@H](N)CC1=CC=CC=C1
Synonyms :
(S)-3-Phenyl-2-amino-1-propanol; (S)-Phenylalaninol
MDL No. :MFCD00004732
InChI Key :STVVMTBJNDTZBF-VIFPVBQESA-N
Pubchem ID :447213

Safety of L-(-)-Phenylalaninol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of L-(-)-Phenylalaninol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3182-95-4 ]

[ 3182-95-4 ] Synthesis Path-Downstream   1~18

  • 1
  • [ 1721-26-2 ]
  • [ 3182-95-4 ]
  • [ 153025-46-8 ]
  • 2
  • [ 3182-95-4 ]
  • [ 28920-43-6 ]
  • [ 129397-83-7 ]
YieldReaction ConditionsOperation in experiment
89% In neat (no solvent); at 20℃; for 0.0333333h;Sonication; Irradiation; Green chemistry; General procedure: Amine (1 mmol) and Fmoc-Cl (1.1 mmol) were placed in a glass tube under neat conditions and were sonicated for a suitable time (as indicated in Tables 1, 2 and 3). All reactions were performed in a water bath at room temperature. After completion of the reaction (as indicated by TLC), 5 cm3 of diethyl ether was added to the mixture. The N-Fmoc derivatives were crystallized and were obtained in good to excellent yields. Purification of the product was accomplished by recrystallization from diethyl ether.
  • 3
  • [ 129397-83-7 ]
  • [ 3182-95-4 ]
  • 5
  • [ 2483-51-4 ]
  • [ 3182-95-4 ]
  • [ 178910-89-9 ]
  • 6
  • [ 3182-95-4 ]
  • [ 84946-20-3 ]
  • 2-[1-(4-fluoro-benzyl)-1<i>H</i>-benzoimidazol-2-ylamino]-3-phenyl-propan-1-ol [ No CAS ]
  • 7
  • [ 3182-95-4 ]
  • [ 34374-88-4 ]
  • C36H39N3O6 [ No CAS ]
  • 9
  • [ 3182-95-4 ]
  • 2.) 1,3-dimethyl-2-fluorobenzenetricarbonylchromium [ No CAS ]
  • [ 141403-49-8 ]
  • 12
  • [ 22280-60-0 ]
  • [ 3182-95-4 ]
  • (S)-2-(6-methyl-5-nitro-pyridin-2-ylamino)-3-phenyl-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With sodium acetate; In ethanol; at 130 - 150℃; for 0.666667h;Microwave irradiation; Example 11 (S)-2- (6-Methyl-5-nitro-pyridin- 2-ylaminop3-phenyl-propan-l-ol. 6-Chloro-3-nitro-2-picoline (30 mg, 0.17 mmol) was coupled with (S)-2-amino-3-phenyl- propan-l-ol (32 mg, 0.21 mmol), sodium acetate (28 mg, 0.34 mmol) in EtOH (2 mL). The reaction was heated in a microwave oven for 20 min at 130 °C and then additionally 20 minutes at 150 °C. The reaction was quenched with a saturated aqueous solution of NaHCO3 and extracted with EtOAc and evaporated. Purification on a silica column with a gradient solution of heptane : EtOAc gave 24 mg (48percent) of (S)-2-(6-methyl-5-nitro- pyridin-2-ylamino)-3-phenyl-propan-l-ol as a yellow solid.
  • 13
  • [ 3182-95-4 ]
  • [ 4385-76-6 ]
  • [ 1127307-68-9 ]
YieldReaction ConditionsOperation in experiment
With PS-DCC; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 100℃; for 0.166667h;Microwave irradiation; In a microwave vial containing 3 eq. of PS-DCC, 4-(pyridin-4-yl) benzoic acid (20 mg, 0.1 mmol) was added dissolved in DMA (1.0 ml). Then a solution of HOBT (14 mg, 0.1 mmol) dissolved in DMA (0.3 ml) was added followed by the addition of DIEA (36 mul, 0.2 mmol) dissolved in DMA (0.3 ml) and the addition of (S)-2-amino-3-phenylpropan- 1-ol (17 mg, 0.11 mmol) dissolved in DMA (0.6 ml). The mixture was heated in the mi- <n="186"/>crowave to 100 0C for 600 seconds. The reaction was filtered through Si-Carbonate, 6ml-1g supplied by Silicycle chemical Division and transferred to 20 ml vials. The reaction was checked by LC/MS and concentrated to dryness. The residues were dissolved in 1 :1 DMSO/MeOH and purified by reverse phase HPLC (TFA method). Product was characterized by 1H NMR, MS and LC/MS.1H NMR (500 MHz, DMSO-D6/D2O) delta = 2.71 - 2.86 (m, 1 H) 2.94 - 3.02 (m, 1 H) 3.42 -3.59 (m, 2 H) 4.15 - 4.27 (m, 1 H) 7.14 - 7.22 (m, 1 H) 7.23 - 7.33 (m, 4 H) 7.73 - 7.82 (m, 2 H) 7.84 - 7.97 (m, 4 H) 8.61 - 8.68 (m, 2 H);Formula: C21 H20 N2 O2 CaIc MW: 332,40MS (ESI) positive ion 333 (M+H); negative ion 331 (M-H).The following compounds were prepared in an analogous method:
  • 14
  • [ 3182-95-4 ]
  • [ 6223-83-2 ]
  • [ 1245618-44-3 ]
  • [ 1245618-55-6 ]
  • 16
  • [ 2790-09-2 ]
  • [ 3182-95-4 ]
  • C28H28N2O2 [ No CAS ]
  • 17
  • [ 24424-99-5 ]
  • [ 3182-95-4 ]
  • [ 141403-49-8 ]
  • 18
  • [ 6624-49-3 ]
  • [ 3182-95-4 ]
  • C19H18N2O2 [ No CAS ]
 

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