[ CAS No. 189333-03-7 ]

Name: 189333-03-7|tert-Butyl 2,9-diazaspiro[5.5]undecane-2-carboxylate|98%
Brand: Ambeed
SKU: A197518
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Quality Control of [ 189333-03-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 189333-03-7 ]

SDS Specification

Alternatived Products of [ 189333-03-7 ]

Product Details of [ 189333-03-7 ]

CAS No. :	189333-03-7	MDL No. :	MFCD11223510
Formula :	C₁₄H₂₆N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UTFBOGXIVNMTCO-UHFFFAOYSA-N
M.W :	254.37 g/mol	Pubchem ID :	23435803
Synonyms :

Calculated chemistry of [ 189333-03-7 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.93
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	80.16
TPSA :	41.57 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.14
Log Po/w (XLOGP3) :	1.77
Log Po/w (WLOGP) :	1.63
Log Po/w (MLOGP) :	1.97
Log Po/w (SILICOS-IT) :	1.82
Consensus Log Po/w :	2.07

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.33
Solubility :	1.18 mg/ml ; 0.00463 mol/l
Class :	Soluble
Log S (Ali) :	-2.26
Solubility :	1.39 mg/ml ; 0.00548 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.66
Solubility :	0.559 mg/ml ; 0.0022 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.9

Safety of [ 189333-03-7 ]

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 [ 189333-03-7 ]

* 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 [ 189333-03-7 ]

[ 189333-03-7 ] Synthesis Path-Downstream 1~28

Yield	Reaction Conditions	Operation in experiment
47%		Step D The carbamate (825 mg) was dissolved in anhydrous CH2Cl2 (15 mL) under an argon atmosphere and cooled to -20 C. To this solution was added Et2N (1.23 mL) and then methanesulfonyl chloride (0.51 mL). The solution was stirred for 1 h, then poured into ice cold 1 Mcitric acid (40 mL). This mixture was washed with Et2O (430 mL). The combined organic washes were then 10 extracted with saturated NaHCO3 (130 mL), dried with MgSO4 and evaporated to give 604 mg (47% yield) of the di-mesylate intermediate which was used without further purification. MS(ES): (M+H)+=430

2
[ 189333-03-7 ]
[ 1095708-41-0 ]
[ 1095707-96-2 ]

Yield	Reaction Conditions	Operation in experiment
		Step 10.3. 9-[3-(2-Methylpyrid-4-yl)-2-phenylimidazo[1,2-b]pyridazin-6-yl]-2,9-diazaspiro[5.5]undecane A mixture of 0.80 g (2.5 mmol) of 6-chloro-2-phenyl-3-(2-methylpyrid-4-yl)imidazo[1,2-b]pyridazine and 2.2 g (7.5 mmol) of <strong>[189333-03-7]tert-butyl 2,9-diazaspiro[5.5]undecane-2-carboxylate</strong> in 8 mL of pentanol is stirred at 150 C. for 40 hours. The mixture is then poured into 30 mL of aqueous 3N hydrochloric acid and stirred for 2 hours. The aqueous phase is washed with diethyl ether and then basified with aqueous ammonia. The product is then extracted with dichloromethane and the organic phase is dried over sodium sulfate and concentrated under reduced pressure to give 0.76 g of solid. The product is crystallized from 30 ml of acetonitrile to give 0.577 g of product after drying under reduced pressure. m.p.: 175-179 C. 1H NMR (CDCl3) delta: 8.50 (d; 1H), 7.75 (d, 1H), 7.65 (m, 2H), 7.50 (s, 1H), 7.30-7.45 (m, 4H), 6.90 (d, 1H), 3.50 (t, 4H), 2.85 (m, 2H), 2.75 (s, 2H), 2.55 (s, 3H), 1.6-1.75 (m, 6H) ppm.

Reference： [1]Patent: US2010/179154,2010,A1 .Location in patent: Page/Page column 34

3
[ 189333-03-7 ]
[ 1304723-81-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 2335 - 2340

4
[ 189333-03-7 ]
[ 1304821-29-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 2335 - 2340

5
[ 189333-03-7 ]
[ 1618-36-6 ]
[ 1304723-69-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 2335 - 2340

6
[ 189333-03-7 ]
[ 6921-22-8 ]
[ 1350918-44-3 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80℃;	A mixture of difluoro nitrobenzene (188 mg, 1.18 mmol), amine int-19a, (300 mg, 1.18 mmol), and DIPEA (305 mg, 2.36 mmol) in acetonitrile (4 mL) was stirred at 80 C overnight. After cooling to room temperature, the mixture was diluted with ethyl acetate (30 mL), washed with water (10 mL) and brine (10 mL), dried over sodium sulfate, filtered, and the solvent removed in vacuo to give lnt-19b (470 mg, >99%) as an orange foam.

Reference： [1]Patent: WO2011/149874,2011,A2 .Location in patent: Page/Page column 96

7
[ 189333-03-7 ]
[ 1350918-45-4 ]

Reference： [1]Patent: WO2011/149874,2011,A2

8
[ 189333-03-7 ]
[ 1350918-46-5 ]

Reference： [1]Patent: WO2011/149874,2011,A2

9
[ 189333-03-7 ]
[ 1350916-86-7 ]

Reference： [1]Patent: WO2011/149874,2011,A2

10
[ 189333-03-7 ]
[ 69770-20-3 ]
C₂₂H₂₇ClN₂O [ No CAS ]