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[ CAS No. 19728-63-3 ] {[proInfo.proName]}

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Chemical Structure| 19728-63-3
Chemical Structure| 19728-63-3
Structure of 19728-63-3 * Storage: {[proInfo.prStorage]}

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Product Details of [ 19728-63-3 ]

CAS No. :19728-63-3 MDL No. :MFCD00065948
Formula : C12H15NO5 Boiling Point : -
Linear Structure Formula :- InChI Key :IPJUIRDNBFZGQN-SCZZXKLOSA-N
M.W : 253.25 Pubchem ID :88217
Synonyms :
Chemical Name :(2S,3R)-2-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid

Calculated chemistry of [ 19728-63-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 7
Num. H-bond acceptors : 5.0
Num. H-bond donors : 3.0
Molar Refractivity : 62.85
TPSA : 95.86 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.26 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.72
Log Po/w (XLOGP3) : 0.82
Log Po/w (WLOGP) : 0.59
Log Po/w (MLOGP) : 0.62
Log Po/w (SILICOS-IT) : 0.41
Consensus Log Po/w : 0.83

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.71
Solubility : 4.92 mg/ml ; 0.0194 mol/l
Class : Very soluble
Log S (Ali) : -2.42
Solubility : 0.974 mg/ml ; 0.00384 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.83
Solubility : 3.74 mg/ml ; 0.0148 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.98

Safety of [ 19728-63-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 19728-63-3 ]

* 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 [ 19728-63-3 ]

[ 19728-63-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 19728-63-3 ]
  • [ 100-39-0 ]
  • [ 84500-41-4 ]
YieldReaction ConditionsOperation in experiment
1.149 g A solution of (2S,3R)-2-benzyloxycarbonylamino-3-hydroxybutanoic acid (1.0g, 4.0mmol) in DMF (15.0mL) and deionized water (5.0mL) was treated with cesium carbonate (644.5mg, 2.0mmol), stirred for 30min, concentrated, and then azeotropically dried with toluene (3×10mL). A solution of benzyl bromide (0.71mL, 5.9mmol) in DMF (10.0mL) was then added. After 24h, water (15mL) was added, and the mixture was extracted with ethyl acetate (2×30mL). The organic extract was dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash column chromatography, eluting with 1:3 ethyl acetate/hexane, to give 36 (1.149g, 84% yield) as a white powder: 1H NMR (400MHz, CDCl3) delta 7.26-7.35 (m, 10H), 5.60 (d, 1H, J=8.7Hz), 5.17-5.24 (m, 2H), 5.13 (s, 2H), 4.37-4.39 (m, 2H), 1.97 (broad, 1H), 1.63 (broad, 1H), 1.23 (d, 1H, J=6.3Hz); 13C NMR (125MHz, CDCl3) delta 171.2, 156.9, 136.2, 135.3, 128.6, 128.5, 128.5, 128.2, 128.0, 68.0, 67.4, 67.2, 59.5, 19.9; LC-ESI-MS [M+H]+ calcd for C19H21NO5 344.14, found 344.03.
  • 2
  • [ 19728-63-3 ]
  • [ 2899-28-7 ]
  • [ 104951-44-2 ]
  • 3
  • [ 78385-26-9 ]
  • [ 19728-63-3 ]
  • [ 206191-46-0 ]
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