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[ CAS No. 171778-17-9 ] {[proInfo.proName]}

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Chemical Structure| 171778-17-9
Chemical Structure| 171778-17-9
Structure of 171778-17-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 171778-17-9 ]

CAS No. :171778-17-9 MDL No. :MFCD00077070
Formula : C20H19NO6 Boiling Point : -
Linear Structure Formula :- InChI Key :HSGIKRPBGCJRDB-SFHVURJKSA-N
M.W : 369.37 Pubchem ID :7018824
Synonyms :
Fmoc-O-acetyl-L-serine

Calculated chemistry of [ 171778-17-9 ]

Physicochemical Properties

Num. heavy atoms : 27
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.25
Num. rotatable bonds : 9
Num. H-bond acceptors : 6.0
Num. H-bond donors : 2.0
Molar Refractivity : 96.07
TPSA : 101.93 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.72 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.33
Log Po/w (XLOGP3) : 2.58
Log Po/w (WLOGP) : 2.54
Log Po/w (MLOGP) : 1.9
Log Po/w (SILICOS-IT) : 2.43
Consensus Log Po/w : 2.36

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.49
Solubility : 0.119 mg/ml ; 0.000323 mol/l
Class : Soluble
Log S (Ali) : -4.37
Solubility : 0.0158 mg/ml ; 0.0000428 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.95
Solubility : 0.00413 mg/ml ; 0.0000112 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 4.01

Safety of [ 171778-17-9 ]

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 [ 171778-17-9 ]

* 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.

  • Upstream synthesis route of [ 171778-17-9 ]
  • Downstream synthetic route of [ 171778-17-9 ]

[ 171778-17-9 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 5147-00-2 ]
  • [ 82911-69-1 ]
  • [ 171778-17-9 ]
YieldReaction ConditionsOperation in experiment
74.52% With hydrogenchloride; sodium carbonate In water; ethyl acetate at 20 - 30℃; The intermediate O-acetyl-L-serine is dissolved in 10percent by mass sodium carbonate, which is configured with anhydrous sodium carbonateIn sodium solution,The intermediate O-acetyl-L-serine is fully dissolved by stirring,A solution of 337 g (1.0 mol) of 9-fluorenylmethyl-N-succinimidyl carbonate dissolved in ethyl acetate (340 to 3400 ml) was added dropwise at 20-30°C.Add 30-60 minutes.The end of the drip,Stir for 1-8 hours at 20-30°C.Stably layered,Excess 9-fluorenylmethyl-N-succinimidyl carbonate is removed,The resulting aqueous phase is acidified with hydrochloric acid to pH = 1-2.Then it was extracted with ethyl acetate (30000 ml).The resulting oil phase is washed with water,Remove hydrochloric acid,The oil phase is concentrated to remove the ethyl acetateWhite crystals precipitate,It was filtered and dried to yield 273.0 g of the product Nα-9-fluorenylmethyloxycarbonyl-O-acetyl-L-serine.The total yield is 74.0percent.HPLC: 99.56percent, melting point: 161.5-162.2°C, ratioOptical rotation [α]D=-22.6 (C=1 DMF).
Reference: [1] Patent: CN107501127, 2017, A, . Location in patent: Paragraph 0014; 0028; 0029; 0030
  • 2
  • [ 31077-89-1 ]
  • [ 73724-45-5 ]
  • [ 171778-17-9 ]
Reference: [1] Journal of Labelled Compounds and Radiopharmaceuticals, 2005, vol. 48, # 10, p. 701 - 719
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