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[ CAS No. 140148-70-5 ] {[proInfo.proName]}

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Chemical Structure| 140148-70-5
Chemical Structure| 140148-70-5
Structure of 140148-70-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 140148-70-5 ]

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Product Details of [ 140148-70-5 ]

CAS No. :140148-70-5 MDL No. :MFCD03094728
Formula : C10H17NO4 Boiling Point : No data available
Linear Structure Formula :- InChI Key :HRMRQBJUFWFQLX-ZETCQYMHSA-N
M.W : 215.25 Pubchem ID :1512492
Synonyms :

Calculated chemistry of [ 140148-70-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.8
Num. rotatable bonds : 4
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 58.36
TPSA : 66.84 ?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) : -7.07 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.05
Log Po/w (XLOGP3) : 0.77
Log Po/w (WLOGP) : 0.95
Log Po/w (MLOGP) : 0.74
Log Po/w (SILICOS-IT) : 0.22
Consensus Log Po/w : 0.95

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.4
Solubility : 8.66 mg/ml ; 0.0402 mol/l
Class : Very soluble
Log S (Ali) : -1.75
Solubility : 3.79 mg/ml ; 0.0176 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.38
Solubility : 90.6 mg/ml ; 0.421 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.71

Safety of [ 140148-70-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 140148-70-5 ]

* 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 [ 140148-70-5 ]

[ 140148-70-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 140148-70-5 ]
  • [ 199174-24-8 ]
YieldReaction ConditionsOperation in experiment
Step 1. tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylateA solution of (3S)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (Chem-Impex; 2.5 g, 12 mmol) in THF (54 mL) was cooled to 0 C. and 1.0 M of BH3 in THF (14 mL, 14 mmol) was slowly added. The reaction was allowed to warm to ambient temperature and was stirred for 4 h, at which time LCMS analysis showed complete reduction to alcohol. The solution was cooled to 0 C. and quenched by careful addition of 1N HCl. EtOAc was added and the phases were separated, the aqueous phase was extracted with additional EtOAc. The combined organic phase was washed with sat'd NaHCO3, then sat'd NaCl, dried over MgSO4 and reduced in vacuo to leave the crude product as a colorless oil, 2.15 g. 1H NMR (300 MHz, CDCl3): delta 3.7-3.2 (m, 5H), 3.1 (m, 1H), 2.4 (m, 1H), 1.95 (m, 1H), 1.7 (s, 2H), 1.45 (s, 9H). MS (EI): 146.0 (M-tBu+2H), 128.1 (M-OtBu).
(3S) -1- ( Ter -butoxycarbonyl) pyrrolidine-3- carboxylic acid (10 g) was dissolved in tetrahydrofuran (100 ml) . To the solution was added dropwise dimethyl sulfide-borane tetrahydrofuran solution (54 ml) at 0C with stirring, and then the mixture was warmed to room temperature and stirred for 3 hours. To the reaction solution was added dropwise methanol (100 ml) at 0C with stirring, and then the reaction solution was concentrated under reduced pressure. The residue was purified by silica-gel chromatography (developing solvent: hexane / ethyl acetate = 1:9) to give tert-butyl (3S) -3 - (hydroxymethyl) pyrrolidine- 1-carboxylate (7.8 g) as a colorless oil.LC-MS, m/z; 202 [M+H] + .
  • 2
  • [ 1003-61-8 ]
  • [ 140148-70-5 ]
  • tert-butyl 3-((5-formylthiazol-2-yl)carbamoyl)pyrrolidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
4.6 mmol With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 3h; Step a. A solution of <strong>[1003-61-8]2-amino-5-formylthiazole</strong> (15.6 mmol), l-(tert- butoxycarbonyl)pyrrolidine-3-carboxylic acid (19.5 mmol) and HOAt (18.7 mmol) in DMF (20 ml) was stirred at rt for 5 min. DIPEA (21.8 mmol) and EDC.HCl (18.7 mmol) were added to the reaction mixture and stirred for a further 3 h at rt. The resulting reaction mixture was poured into water (200 ml) and extracted with EtOAc (2 x 50 ml). The combined organic phase was collected, dried over Na2SC>4, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (60% EtOAc in hexane) yielding tert-butyl 3-((5-formylthiazol-2-yl)carbamoyl)pyrrolidine-l-carboxylate (4.6 mmol). MS: ES+ 326.20; 1H NMR (400 MHz, DMSO-d6) delta ppm 12.91 (s, 1 H), 9.97 (s, 1 H), 8.44 (s, 1 H), 3.63 - 4.02 (m, 1 H), 3.27 - 3.36 (m, 4 H), 2.11 - 2.22 (m, 1 H), 1.99 - 2.10 (m, 1 H), 1.45 (s, 9H).
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