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[ CAS No. 221352-64-3 ] {[proInfo.proName]}

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Chemical Structure| 221352-64-3
Chemical Structure| 221352-64-3
Structure of 221352-64-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 221352-64-3 ]

CAS No. :221352-64-3 MDL No. :MFCD01321012
Formula : C22H40N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :VMCGMPITVQIMGK-HMZWWLAASA-N
M.W : 396.56 Pubchem ID :16211164
Synonyms :

Calculated chemistry of [ 221352-64-3 ]

Physicochemical Properties

Num. heavy atoms : 28
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.82
Num. rotatable bonds : 9
Num. H-bond acceptors : 5.0
Num. H-bond donors : 3.0
Molar Refractivity : 114.37
TPSA : 87.66 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.28
Log Po/w (XLOGP3) : 2.8
Log Po/w (WLOGP) : 4.78
Log Po/w (MLOGP) : 2.82
Log Po/w (SILICOS-IT) : 2.99
Consensus Log Po/w : 3.54

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.47
Solubility : 0.135 mg/ml ; 0.00034 mol/l
Class : Soluble
Log S (Ali) : -4.3
Solubility : 0.02 mg/ml ; 0.0000504 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -2.8
Solubility : 0.623 mg/ml ; 0.00157 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 4.25

Safety of [ 221352-64-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 221352-64-3 ]

* 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 [ 221352-64-3 ]

[ 221352-64-3 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 221352-64-3 ]
  • [ 1418758-08-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C
  • 2
  • [ 221352-64-3 ]
  • [ 1418758-15-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C 3: N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 4: benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
  • 3
  • [ 221352-64-3 ]
  • [ 1418758-16-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C 3: N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 4: benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1 h / Reflux
  • 4
  • [ 221352-64-3 ]
  • C14H24N2O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C 3: N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 4: benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1 h / Reflux 6: sodium carbonate / water; methanol / 7 h / 20 °C
  • 5
  • [ 221352-64-3 ]
  • [ 1418758-17-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C 3: N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 4: benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1 h / Reflux 6: sodium carbonate / water; methanol / 7 h / 20 °C 7: N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C
  • 6
  • [ 221352-64-3 ]
  • [ 1418758-18-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C 3: N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 4: benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere 5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1 h / Reflux 6: sodium carbonate / water; methanol / 7 h / 20 °C 7: N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C 8: hydrogen; palladium on activated charcoal / methanol / 20 °C
  • 8
  • [ 221352-64-3 ]
  • [ 1418758-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: hydrogenchloride / water 2: caesium carbonate / methanol / 1 h / 20 °C 3: N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
  • 9
  • [ 221352-64-3 ]
  • [ 150652-96-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrogenchloride / ethyl acetate; water / pH 2.0 2: toluene; hexane; methanol / 3 h
  • 10
  • [ 221352-64-3 ]
  • C19H34BNO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: hydrogenchloride / ethyl acetate; water / pH 2.0 2: toluene; hexane; methanol / 3 h 3: tetrahydrofuran / 1 h / 0 - 20 °C
  • 11
  • [ 85-41-6 ]
  • [ 221352-64-3 ]
  • [ 603-35-0 ]
  • [ 224633-13-0 ]
YieldReaction ConditionsOperation in experiment
With diethylazodicarboxylate In tetrahydrofuran; toluene at 20℃; for 15h; DW (R)-tert-butyl (2-amino-1-phenylethyl)carbamate): A solution of diethyl azodicarboxylate (40% weight in toluene) (2.88 ml, 7.27 mmol) was added drop-wise to a suspension of dicyclohexylammonium (R)-2-((tert-butoxycarbonyl)amino)pent-4-enoate (3.00 g, 7.17 mmol), phthalimide (1.05 g, 7.17 mmol), and triphenylphosphine (1.88 g, 7.17 mmol) in THF (74.3 ml). The mixture was stirred at room temperature overnight (15 hours) and concentrated under vacuum to afford the crude phthalimide derivative, (R)-tert-butyl (2-(1,3-dioxoisoindolin-2-yl)-1-phenylethyl)carbamate as a cloudy yellow oil. The phthalimide derivative was dissolved in EtOH (55.8 ml). Hydrazine hydrate (2.10 ml, 43 mmol) was added, upon which the mixture turned cloudy. The crude reaction was heated to reflux at 80° C. for 5 hours. The crude reaction was then cooled, diluted with DI-water (70.0 mL), and extracted with DCM (4×40 ml). The organic extracts were combined, dried over Na2SO4, and dried under high vacuum to afford the diamine derivative, (R)-tert-butyl (2-amino-1-phenylethyl)carbamate (1.146 g), in 67% yield as a clear, light yellow oil after silica chromatography using an ISCO automated system using MeOH/DCM gradient. LRMS (ESI+) (M+H): 237.22
  • 12
  • [ 221352-64-3 ]
  • [ 1589557-42-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: diethylazodicarboxylate / tetrahydrofuran; toluene / 15 h / 20 °C 2.1: hydrazine hydrate / ethanol / 5 h / 80 °C 3.1: molecular sieves 3A° / methanol / 1 h / 0 - 20 °C 3.2: 1 h 4.1: triethylamine / methanol / 0.75 h / 0 °C 5.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h
  • 13
  • [ 221352-64-3 ]
  • [ 137102-65-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: diethylazodicarboxylate / tetrahydrofuran; toluene / 15 h / 20 °C 2: hydrazine hydrate / ethanol / 5 h / 80 °C
  • 14
  • [ 221352-64-3 ]
  • [ 1589557-40-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: diethylazodicarboxylate / tetrahydrofuran; toluene / 15 h / 20 °C 2.1: hydrazine hydrate / ethanol / 5 h / 80 °C 3.1: molecular sieves 3A° / methanol / 1 h / 0 - 20 °C 3.2: 1 h
  • 15
  • [ 221352-64-3 ]
  • [ 1589557-41-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: diethylazodicarboxylate / tetrahydrofuran; toluene / 15 h / 20 °C 2.1: hydrazine hydrate / ethanol / 5 h / 80 °C 3.1: molecular sieves 3A° / methanol / 1 h / 0 - 20 °C 3.2: 1 h 4.1: triethylamine / methanol / 0.75 h / 0 °C
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