[ CAS No. 129799-08-2 ] {[proInfo.proName]}

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2D 3D

Structure of 129799-08-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 129799-08-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 129799-08-2 ]

SDS Specification

Alternatived Products of [ 129799-08-2 ]

Product Details of [ 129799-08-2 ]

CAS No. :	129799-08-2	MDL No. :	MFCD01632465
Formula :	C₁₁H₂₀N₂O₄	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	QUKAHFCVKNRRBU-UHFFFAOYSA-N
M.W :	244.29	Pubchem ID :	2756819
Synonyms :

Calculated chemistry of [ 129799-08-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	17
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.82
Num. rotatable bonds :	5
Num. H-bond acceptors :	5.0
Num. H-bond donors :	1.0
Molar Refractivity :	69.4
TPSA :	67.87 ?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) :	-7.5 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.81
Log Po/w (XLOGP3) :	0.41
Log Po/w (WLOGP) :	-0.39
Log Po/w (MLOGP) :	0.22
Log Po/w (SILICOS-IT) :	0.11
Consensus Log Po/w :	0.63

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.28
Solubility :	12.7 mg/ml ; 0.0521 mol/l
Class :	Very soluble
Log S (Ali) :	-1.4
Solubility :	9.68 mg/ml ; 0.0396 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.13
Solubility :	18.2 mg/ml ; 0.0743 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.98

Safety of [ 129799-08-2 ]

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

Application In Synthesis of [ 129799-08-2 ]

* 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 [ 129799-08-2 ]

[ 129799-08-2 ] Synthesis Path-Downstream 1~12

1
[ 58632-95-4 ]
[ 2758-98-7 ]
[ 129799-08-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 1121 - 1126

2
[ 590-86-3 ]
[ 129799-08-2 ]
[ 241499-34-3 ]

Yield	Reaction Conditions	Operation in experiment
7.0 g (90%)	palladium-carbon; In ethanol;	Step 5: The preparation of 4-(3-Methyl-butyl)-<strong>[129799-08-2]piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester</strong>: Piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (6.0 g, 24.6 mmol) was treated with EtOH (100 mL), isovaleraldehyde (5.3 mL, 50 mmol), and 20% Pd/C (1.0 g), then shaken under an atmosphere of H2. The reaction was filtered and concentrated. The residue was chromatographed on silica gel eluding with 2:1 hexanes/EtOAC to give 7.0 g (90%) of the desired product as an oil. MS: 316 (M+1 for C16H30N2O4); colorless liquid; TLC: SiO2, Rf0.8 (50% hexanes/EtOAc);

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 1121 - 1126
[2]Patent: US6251919,2001,B1

3
[ 129799-08-2 ]
[ 280752-62-7 ]
[ 280749-40-8 ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 2913 - 2920

4
[ 129799-08-2 ]
S-(-)-piperazine-2-carboxylic acid dihydrochloride [ No CAS ]
(R)-piperazine-2-carboxylic acid dihydrochloride [ No CAS ]

Reference： [1]Enantiomer,2001,vol. 6,p. 343 - 345

5
[ 128019-59-0 ]
[ 74-88-4 ]
[ 129799-08-2 ]

Reference： [1]Enantiomer,2001,vol. 6,p. 343 - 345

6
[ 4530-20-5 ]
[ 129799-08-2 ]
4-<i>tert</i>-butoxycarbonylaminoacetyl-piperazine-1,3-dicarboxylic acid 1-<i>tert</i>-butyl ester 3-methyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 4241 - 4244

7
[ 126937-42-6 ]
[ 129799-08-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With hydrogen;palladium 10% on activated carbon; In methanol; at 20℃; for 3h;	Step 3: 1-ferf-butyl 3-methyl piperazine-l,3-dicarboxylate (A3); 10% Pd-C (0.2 eq) was added to a stirred RT 0.1 M solution of A2 in MeOH and the mixture was stirred under an H2 atmosphere at RT for 3 h. The mixture was filtered, washing with MeOH, and the filtrate was evaporated under reduced pressure to give the title compound in 95 % yield. 1H NMR (400 MHz, CDCl3, 300K) delta 4.02 (IH, m), 3.74 (3H, s), 3.70 (IH, m), 3.43 (IH, m), 3.20 (IH, m), 3.04 (2H, m), 2.75 (IH, m), 2.14 (IH, m), 1.47 (9H, s). MS (ES+) CnH20N2O4 requires 244, found: 267 (M+Na)+.
	With hydrogen;palladium 10% on activated carbon; In ethanol; for 18h;	A solution of Intermediate 1 (1.0 g, 2.64 mmol) in ethanol (15 mL) was added under a nitrogen atmosphere to wetted palladium, 10 wt. % on activated carbon (0.2 g). The reaction mixture was placed under an atmosphere of hydrogen and stirred vigorously for 18 hours. The mixture was filtered through Celite under a nitrogen atmosphere and the filtrate was evaporated to give the title compound as an oil. MS calcd for (CllH2oN204 + H) + : 245. Found: (M+H) + = 245.
	In methanol; palladium-carbon;	Step B Methyl 4-tert-butoxycarbonylpiperazine-2-carboxylate A solution of the product from step A in methanol was hydrogenated at 60 psi in the presence of 10% Pd/C (0.250 g) for 24h. The catalyst was filtered and the methanol evaporated to yield the title compound as an oil (0.91 g).

		A. Piperazine-1.3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester According to General Procedure F, piperazine-1,2,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl ester 2-methyl ester (3.0 g, 7.0 mmol) was deprotected to give the title compound of part 5-A (1.8 g, 94%: +APcl MS (M+H)+ 245; 1H NMR=400 MHz (CDCl3) iota: (Me, s, 3H), 3.43 (dd, 1H), 2.73 (t, 1H), 1.45 (BOC, s, 9H).
	With palladium 10% on activated carbon; hydrogen; In methanol; under 15001.5 Torr;	1-benzyl 4-tert-butyl 2-methyl piperazine-1,2,4-tricarboxylate (10.0 g, 73.0 mmol) was dissolved in 150 ml of methanol and eluted over a cartridge of 10% PdJC charged with H2 at a pressure of 20 bar. The eluent was then concentrated in vacuo to afford the crude desired product.
6.0 g (99%)	palladium-carbon; In methanol;	Step 4: The preparation of piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester: Piperazine-1,2,4-tricarboxylic acid, 4-(1,1-dimethylethyl) 2-methyl 1-(phenylmethyl) ester (9.0 g, 23.8 mmol) was treated with MeOH (100 mL) and 20% Pd/C (1.0 g) and shaken under an atmosphere of H2. The reaction was filtered and concentrated to give 6.0 g (99%) of the desired product. MS: 245 (M+1 for C11H20N2O4).

Reference： [1]Patent: WO2010/23480,2010,A1 .Location in patent: Page/Page column 44
[2]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 4241 - 4244
[3]Patent: WO2005/79799,2005,A1 .Location in patent: Page/Page column 18
[4]Patent: US5736539,1998,A
[5]Patent: US6251902,2001,B1
[6]Patent: WO2016/112284,2016,A1 .Location in patent: Page/Page column 190
[7]Patent: US6251919,2001,B1

8
[ 108-37-2 ]
[ 129799-08-2 ]
[ 871338-85-1 ]

Yield	Reaction Conditions	Operation in experiment
21%	With caesium carbonate;tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100℃; for 42h;	To 1-(1,1-dimethylethyl) 3-methyl piperazine-1,3-dicarboxylate (1.00g, 4.09 mmol) in dry toluene (15 mL) was added 3-bromo-chlorobenzene (653 mg, 3.41 mmol), Pd2(dba)3 (93.0 mg, 0.102 mmol), BINAP (191 mg, 0.307 mmol), and cesium carbonate (1.11 g, 4.77 mmol). The reaction mixture was stirred at 100 C for 42 h, then cooled to room temperature and filtered through celite. The filter cake was washed with ethanol, and the filtrate was concentrated. Column chromatography on silica (hexanes:ethyl acetate 3: 1) provided 1-(1,1-dimethylethyl) 3-methyl 4-(3-chlorophenyl)piperazine-1,3- dicarboxylate (310 mg, 21% yield) as a colorless oil. 1H NMR (400 MHz, CDC13) 8 7.20- 7.13 (t, 1H), 6.84-6.79 (m, 2H), 6.73-6.78 (d, 1H), 4.63-4.50 (br s, 1H), 4.41-4.32 (br s, 1H), 4.24-4.02 (br s, 2H), 3.71-3.65 (s, 3H), 3.55-3.46 (br s, 1H), 3.42-3.26 (br s, 1H), 3.16-2.97 (br s, 1H), 1.49-1.42 (s, 9H); MS (ESI) for C17H23ClN204: 355 (MH(at)).

Reference： [1]Patent: WO2005/117909,2005,A2 .Location in patent: Page/Page column 103

9
[ 2762-32-5 ]
[ 129799-08-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 4241 - 4244
[2]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 1121 - 1126
[3]Patent: US6251919,2001,B1

10
[ 24424-99-5 ]
[ 129799-08-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 4241 - 4244
[2]Enantiomer,2001,vol. 6,p. 343 - 345

11
[ 126937-41-5 ]
[ 129799-08-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 4241 - 4244
[2]Patent: US6251919,2001,B1

12
[ 128019-59-0 ]
[ 129799-08-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 4241 - 4244

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Technical Information

? Acyl Group Substitution ? Bouveault-Blanc Reduction ? Catalytic Hydrogenation ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Ester Cleavage ? Hydride Reductions ? Lawesson's Reagent ? Preparation of Amines ? Reactions of Amines ? Reactions with Organometallic Reagents ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes

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Ghs Precautionary Statements

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Code	Phrase
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P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 129799-08-2 ] {[proInfo.proName]}

Quality Control of [ 129799-08-2 ]

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Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

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[ 129799-08-2 ] Synthesis Path-Downstream 1~12

Technical Information

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Amides

Esters

Related Parent Nucleus of [ 129799-08-2 ]

Aliphatic Heterocycles

Piperazines

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[ 129799-08-2 ]

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[ 129799-08-2 ]