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Chemical Structure| 915714-21-5 Chemical Structure| 915714-21-5

Structure of Fmoc-L-Dap(Boc)-ol
CAS No.: 915714-21-5

Chemical Structure| 915714-21-5

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Product Details of [ 915714-21-5 ]

CAS No. :915714-21-5
Formula : C23H28N2O5
M.W : 412.48
SMILES Code : CC(C)(OC(NC[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CO)=O)C
MDL No. :MFCD04973190

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Application In Synthesis of [ 915714-21-5 ]

* 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 [ 915714-21-5 ]

[ 915714-21-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 125238-99-5 ]
  • [ 915714-21-5 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 2-20: Production of (S)-4-amino-18,20-dimethyl-12-morpholin-4-ylmethyl-7-thia-3,5,11,15-tetraazatricyclo [15.3.1.12,6]docosa-1(20),2(22),3,5,17(21),18-hexaene-10,16-dione (Compound 71) [Show Image] Step 1: Preparation of [(S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-hydroxybutyl]carbamic acid tert-butyl ester [Show Image] (S)-4-tert-Butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid (493 mg, 1.12 mmol) was dissolved in tetrahydrofuran (1 ml), and then isobutyl chloroformate (0.15 ml, 1.14 mmol) and N-methylmorpholine (0.125 ml, 1.15 mmol) were added thereto at -15°C. After stirring for one hour, the precipitate was filtrated and washed with tetrahydrofuran (7 ml). The filtrate was cooled to -15°C, and an aqueous solution (4 ml) of sodium borohydride (127 mg, 3.36 mmol) was dropwise added thereto. After stirring for 30 minutes, water (25 ml) was added to the solution and extracted three times with ethyl acetate (20 ml). The ethyl acetate solution was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (developing solvent: dichloromethane:methanol = 50:1) to yield [(S)-3-(9H-fluoren-9- ylmethoxycarbonylamino)-4-hydroxybutyl]carbamic acid tert-butyl ester (411 mg) as a colorless oily material. Physicochemical properties of [(S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-hydroxybutyl]carbamic acid tert-butyl ester: Molecular weight: 426.ESI (LC/MS positive mode): m/z = 427 (M+H+)Chemical shift value delta in 1H-NMR (400 MHz, in dimethylsulfoxide d-6): 1.30-1.46 (10H, m), 1.61-1.73 (1H, m), 2.80-3.06 (2H, m), 3.23-3.46 (3H, m), 4.18-4.36 (3H, m), 4.65 (1H, t, J=5.3 Hz), 6.70 (1H, d, J=10.0 Hz), 7.08 (1H, d, J=8.2 Hz), 7.33 (2H, t, J=7.6 Hz), 7.42 (2H, t, J=7.3 Hz), 7.69-7.74 (2H, m), 7.89 (2H, d, J=7.8 Hz).
 

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