180609-56-7|Methyl N-Cbz-piperidine-2-carboxylate| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 180609-56-7 ] Purity: 95% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 180609-56-7 ]

CAS No. :	180609-56-7
Formula :	C₁₅H₁₉NO₄
M.W :	277.32
SMILES Code :	O=C(C1N(C(OCC2=CC=CC=C2)=O)CCCC1)OC
MDL No. :	MFCD11111587
InChI Key :	PKYPKDMELOKLKL-UHFFFAOYSA-N
Pubchem ID :	11011289

Safety of [ 180609-56-7 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Computational Chemistry of [ 180609-56-7 ] Show Less

Physicochemical Properties

Num. heavy atoms	20
Num. arom. heavy atoms	6
Fraction Csp3	0.47
Num. rotatable bonds	6
Num. H-bond acceptors	4.0
Num. H-bond donors	0.0
Molar Refractivity	77.52
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	55.84 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	3.09
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	2.42
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.82
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	1.83
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	1.8
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	2.19

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.91
Solubility	0.341 mg/ml ; 0.00123 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-3.24
Solubility	0.161 mg/ml ; 0.000582 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-3.06
Solubility	0.242 mg/ml ; 0.000871 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	Yes
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-6.27 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	0.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	1.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<0.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	2.95

Application In Synthesis of [ 180609-56-7 ]

* 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 [ 180609-56-7 ]

[ 180609-56-7 ] Synthesis Path-Downstream 1~22

1
[ 501-53-1 ]
[ 35677-83-9 ]
[ 180609-56-7 ]

References: [1]Chemistry of Heterocyclic Compounds,1993,vol. 29,p. 1347 - 1351.
Khimiya Geterotsiklicheskikh Soedinenii,1993,p. 1561 - 1566.

2
[ 180609-56-7 ]
[ 105706-75-0 ]

References: [1]Chemistry of Heterocyclic Compounds,1993,vol. 29,p. 1352 - 1357.
Khimiya Geterotsiklicheskikh Soedinenii,1993,p. 1567 - 1573.

3
[ 28697-07-6 ]
[ 74-88-4 ]
[ 180609-56-7 ]

Yield	Reaction Conditions	Operation in experiment
93%	With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20℃; for 18h;	EXAMPLE 36; 2-(2-methylpiperidin-2-yl)-1H-benzimidazole-4-carboxamide; EXAMPLE 36A; 1-benzyl 2-methyl piperidine-1,2-dicarboxylate A solution of 1-[(benzyloxy)carbonyl]piperidine-2-carboxylic acid (5 g) and iodomethane (2.5 mL) in DMF (40 mL) was treated with potassium bicarbonate (3.8 g) and stirred at room temperature for 18 hrs. The reaction mixture was concentrated and the residual oil was partitioned between ethyl acetate and water. The organic phase was concentrated and the residue was purified by flash chromatography (silica gel, ethyl acetate/hexanes) to provide Example 36A (4.88 g, Yield: 93%). MS (DCI/NH3) m/z 278 (M+H)+.

References: [1]Patent: US2006/229289,2006,A1 .Location in patent: Page/Page column 20-21.

4
[ 67-56-1 ]
O-[N-(benzyloxycarbonyl)-DL-pipecolylcarbony]l-N,N-dicyclohexylurea [ No CAS ]
[ 180609-56-7 ]

References: [1]Journal of Chemical Research,2008,p. 468 - 472.

5
[ 180609-56-7 ]
[ 75-05-8 ]
[ 1000175-82-5 ]

Yield	Reaction Conditions	Operation in experiment
64.3%		To a 250 mL of three-neck flask was added dried acetonitrile (5.01 g, 122 mmol). To the flask was added anhydrous THF (187 mL) under nitrogen atmosphere. The flask was cooled to -78 C. To the flask was added n-butyl lithium (70.6 mL, 113 mmol) in batch. After adding, the mixture was stirred for 1 hr under this temperature. A solution of <strong>[180609-56-7]N-Cbz-piperidine-2-methylformate</strong> (24.1 g, 87 mmol) in anhydrous THF (70 mL) was further added in batch. The mixture reacted for further 45 min at -78C. The mixture was naturally warmed to room temperature and quenched with water. The mixture was rotary-evaporated to remove THF. 600 mL of water was added. The impurities were removed by extraction with 100 mL of ethyl ether. pH of the aqueous layer was adjusted with diluted hydrochloric acid to 7 to 8. The aqueous layer was extracted with dichloromethane. The combined organic phase was dried over anhydrous Na2SO4. The mother liquid was concentrated after being filtered in vacuo so as to give 16.0 g of the title compound. Yield: 64.3%. MS (ESI): m/z 287 (M+H)+
64.3%		Example 11A 2-(2-cyanoacetyl)piperidine-1-benzyl formate To a 250 mL of three-neck flask was added dried acetonitrile (5.01 g, 122 mmol). To the flask was added anhydrous THF (187 mL) under nitrogen atmosphere. The flask was cooled to -78 C. To the flask was added n-butyl lithium (70.6 mL, 113 mmol) in batch. After adding, the mixture was stirred for 1 hr under this temperature. A solution of <strong>[180609-56-7]N-Cbz-piperidine-2-methylformate</strong> (24.1 g, 87 mmol) in anhydrous THF (70 mL) was further added in batch. The mixture reacted for further 45 min at -78 C. The mixture was naturally warmed to room temperature and quenched with water. The mixture was rotary-evaporated to remove THF. 600 mL of water was added. The impurities were removed by extraction with 100 mL of ethyl ether. pH of the aqueous layer was adjusted with diluted hydrochloric acid to 7 to 8. The aqueous layer was extracted with dichloromethane. The combined organic phase was dried over anhydrous Na2SO4. The mother liquid was concentrated after being filtered in vacuo so as to give 16.0 g of the title compound. Yield: 64.3%. MS (ESI): m/z 287 (M+H)+

References: [1]Patent: EP2578587,2013,A1 .Location in patent: Paragraph 0173.
[2]Patent: US2013/142757,2013,A1 .Location in patent: Paragraph 0289.

6
[ 180609-56-7 ]
[ 1350723-77-1 ]

References: [1]Patent: EP2578587,2013,A1 .

7
[ 180609-56-7 ]
[ 1350723-79-3 ]

References: [1]Patent: EP2578587,2013,A1 .
[2]Patent: US2013/142757,2013,A1 .

8
[ 180609-56-7 ]
[ 1350723-81-7 ]

References: [1]Patent: EP2578587,2013,A1 .
[2]Patent: US2013/142757,2013,A1 .

9
[ 180609-56-7 ]
3-methyl-1-(piperidin-2-yl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline-5(4H)-one [ No CAS ]

References: [1]Patent: EP2578587,2013,A1 .
[2]Patent: US2013/142757,2013,A1 .

10
[ 180609-56-7 ]
[ 1350723-84-0 ]

References: [1]Patent: EP2578587,2013,A1 .

11
[ 180609-56-7 ]
[ 1350723-56-6 ]

References: [1]Patent: EP2578587,2013,A1 .

12
[ 180609-56-7 ]
[ 1359711-06-0 ]