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Chemical Structure| 56583-58-5 Chemical Structure| 56583-58-5

Structure of 56583-58-5

Chemical Structure| 56583-58-5

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Product Details of [ 56583-58-5 ]

CAS No. :56583-58-5
Formula : C18H21NO4
M.W : 315.36
SMILES Code : O=C(O)C(NC(OC(C)(C)C)=O)CC1=CC=C2C=CC=CC2=C1
MDL No. :MFCD01883037
InChI Key :URKWHOVNPHQQTM-UHFFFAOYSA-N
Pubchem ID :3645897

Safety of [ 56583-58-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 56583-58-5 ]

* 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 [ 56583-58-5 ]

[ 56583-58-5 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 24424-99-5 ]
  • [ 6960-34-5 ]
  • [ 56583-58-5 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In diethyl ether; water; for 24h; Diethyl ether (30 mL), aqueous sodium hydroxide solution (1.85 M, 10 mL) and Boc 2 O (2.4 g) were added to 3- (2-naphthyl) -L-alanine 10 (2 g) and stirred for 24 hours. Ethyl acetate was added and washed with 2 N hydrochloric acid and saturated brine. The organic layer was dried over sodium sulfate, filtered and concentrated to obtain the objective compound 11.
  • 2
  • [ 56583-58-5 ]
  • [ 61275-22-7 ]
  • [ 143457-42-5 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 9 Synthesis of N-{D,L-2-(hydroxyaminocarbonyl)methyl-4-methylpentanoyl}-L-3-(2'-naphthyl)alanyl-L-alanine Methylamide (Compound 11) STR13 Referring to Scheme 9, Compound (11a) was prepared from N-BOC-L-3-(2'-naphthyl)alanine and L-alanine methylamide hydrochloride, in 89% yield using the method previously described to prepare Compound (1i). TLC: Rf 0.58 (chloroform-isopropanol 9:1); 1 H NMR (d6 -DMSO) delta 1.21 (d, 3H), 1.25(s, 9H), 2.54(d, 3H), 2.91(m, 1H), 3.18(m, 1H), 4.28(m, 2H), 7.04(d, 1H), 7.46(m, 3H), 7.75(s, 1H), 7.83(m, 4H), 8.07(d, 1H); 13 C NMR (d6 -DMSO) delta 18.5, 25.5, 28.0, 37.5, 48.1, 55.7, 78.1, 125.4, 125.9, 127.3, 127.4, 127.5, 127.9, 131.8, 132.9, 135.9, 155.3, 171.1, 172.3. Compound (11b) was prepared from Compounds (11a) and (1d), in 86% yield using the method previously described to prepare Compound (A2). TLC: Rf 0.57 and 0.62 (chloroform-isopropanol 9:1); 1 H NMR (d6 -DMSO; mixture of diastereomers) delta 0.23 & 0.40(d, 3H), 0.70 & 0.79(d, 3H), 1.01(m, 2H), 1.18 & 1.26(d, 3H), 1.32(m, 2H), 2.22(m, 2H), 2.53(d, 3H), 2.92(m, 1H), 3.22(m, 1H), 3.38 & 3.39(s, 3H), 4.22(m, 1H), 4.63(m, 1H), 7.44(m, 4H), 7.73(s, 1H), 7.81(m, 4H), 8.22 & 8.46(d, 1H).
  • 3
  • [ 6960-34-5 ]
  • [ 74651-77-7 ]
  • [ 56583-58-5 ]
YieldReaction ConditionsOperation in experiment
82% With triethylamine; In 1,4-dioxane; water; a. N-t-Butyloxycarbonyl-<strong>[6960-34-5]L-3-(2-naphthyl)alanine</strong> <strong>[6960-34-5]L-3-(2-naphthyl)alanine</strong> (0.43 g, 2.0 mmol) was dissolved in the mixture of dioxane (8 ml), water (8 ml) and triethylamine (4 ml). BOC-ON (0.49 g, 2.0 mmol) was added and the mixture was stirred under argon at room temperature overnight. Water (30 ml) was added, and the solution was extracted with ethyl acetate (3*20 ml). The aqueous layer was acidified to pH=4 (10% citric acid) and extracted with ethyl acetate (3*20 ml). The organic phase was dried (MgSO4) and evaporated to afford colourless oil (0.52 g, 82%). 1 H NMR (DMSO-d6) delta7.8 (3H, m), 7.7 (1H, s), 7.4 (3H, m), 7.15 (1H, d), 4.2 (1H, m), 3.2 (1H, m), 2.9 (1H, m), 1.3 (9H, s).
  • 4
  • [ 47689-67-8 ]
  • [ 53308-95-5 ]
  • [ 56583-58-5 ]
  • [ 4942-47-6 ]
  • C46H60N5O4Pol [ No CAS ]
 

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