2483-48-9|(S)-Methyl 2,6-bis((tert-butoxycarbonyl)amino)hexanoate| Ambeed

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Quality Control of [ 2483-48-9 ] Purity: 95% SDS Specification

COA

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NMR

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CNMR

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HPLC

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LC-MS

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Product Details of [ 2483-48-9 ]

CAS No. :	2483-48-9
Formula :	C₁₇H₃₂N₂O₆
M.W :	360.45
SMILES Code :	O=C(OC)[C@@H](NC(OC(C)(C)C)=O)CCCCNC(OC(C)(C)C)=O
MDL No. :	MFCD09952319
InChI Key :	WLPJOHSPBBUIQG-LBPRGKRZSA-N
Pubchem ID :	11078906

Safety of [ 2483-48-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 2483-48-9 ]

* 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.

Downstream synthetic route of [ 2483-48-9 ]

[ 2483-48-9 ] Synthesis Path-Downstream 1~35

1
[ 908094-01-9 ]
[ 2483-46-7 ]
[ 2483-48-9 ]

References: [1]Journal of the American Chemical Society,1965,vol. 87,p. 611 - 619.

2
[ 2483-48-9 ]
[ 2592-20-3 ]

Yield	Reaction Conditions	Operation in experiment
2.5 g	With hydrazine hydrate; In methanol; at 20℃; for 5h;	Hydrazine hydrate (3.3 mL, 8.3 mmol) was added to a solution of compound lb (3.0 g, 8.3 mmol) in methanol (20 mL) and stirred at room temperature for 5 h. The completeness of the reaction was confirmed by TLC analysis. The volatiles were evaporated under reduced pressure and the residue obtained was partitioned between water and ethyl acetate. The organic layer was washed with water followed by brine solution. The separated organic layer was dried over Na2SO/t, filtered and evaporated to yield 2.5 g of compound lc. LCMS: 361.4 (M+H)+.

References: [1]Journal of the American Chemical Society,1965,vol. 87,p. 611 - 619.
[2]Journal of the American Chemical Society,2011,vol. 133,p. 462 - 477.
[3]Patent: WO2016/142852,2016,A1 .Location in patent: Paragraph 55.

3
[ 2483-48-9 ]
[ 97347-42-7 ]
[ 114659-55-1 ]

References: [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 2994 - 3001.

4
[ 687-64-9 ]
[ 24424-99-5 ]
[ 2483-48-9 ]

References: [1]Tetrahedron Asymmetry,1994,vol. 5,p. 1463 - 1464.
[2]Synlett,2002,p. 100 - 104.
[3]Journal of the American Chemical Society,2011,vol. 133,p. 462 - 477.

5
[ 2483-48-9 ]
[ 97347-42-7 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.
[2]Synthetic Communications,1996,vol. 26,p. 687 - 696.
[3]Synlett,2002,p. 100 - 104.
[4]Tetrahedron Asymmetry,1994,vol. 5,p. 1463 - 1464.

6
[ 24424-99-5 ]
lysine methyl ester dihydrochloride [ No CAS ]
[ 2483-48-9 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.
[2]Synthetic Communications,1996,vol. 26,p. 687 - 696.

7
[ 67-56-1 ]
[ 56-87-1 ]
[ 24424-99-5 ]
[ 2483-48-9 ]

References: [1]Tetrahedron Letters,1998,vol. 39,p. 5671 - 5674.
[2]Journal of Organic Chemistry,2008,vol. 73,p. 5180 - 5182.

8
[ 2483-48-9 ]
[ 97347-42-7 ]
[ 183890-50-8 ]

References: [1]Tetrahedron Letters,1998,vol. 39,p. 5671 - 5674.

9
[ 100-36-7 ]
[ 588719-15-7 ]
[ 2483-48-9 ]
2-(N,N-diethylamino)-N'-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}ethylamine [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2003,vol. 1,p. 1480 - 1485.

10
[ 2483-48-9 ]
[ 76-05-1 ]
L-lysine O-methyl ester bis-TFA salt [ No CAS ]

References: [1]Tetrahedron,2003,vol. 59,p. 5837 - 5848.

11
[ 2483-46-7 ]
[ 74-88-4 ]
[ 2483-48-9 ]

Yield	Reaction Conditions	Operation in experiment
97%	With potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide; at 10 - 20℃; for 5h;Inert atmosphere;	Example 2 Boc-L-Lys(Boc)-OMe A 1 L three-neck flask equipped with addition funnel, nitrogen inlet, thermometer and mechanical stirrer was charged with a solution of Boc-L-Lys(Boc)-OH (59.37 g, 161 mmol, 94 wt % in EtOAc) in N,N-dimethylformamide (anhydrous) (300 mL). Whilst stirring, potassium carbonate (24.5 g, 177 mmol) was added, and the resulting suspension was cooled on an ice bath to an internal temperature of +10 C. Iodomethane (34.3 g, 242 mmol, 15.04 mL) was added dropwise over 30 min via the addition funnel, while keeping the internal temperature <20 C. The ice bath was removed and the reaction mixture was allowed to reach room temperature. TLC indicated complete consumption of the starting material after 4.5 h of stirring at room temperature. All volatiles were removed in vacuo, the resulting white slurry solidified on standing, and it was stored at -20 C. overnight. The resultant material was taken up in water (1 L) and sat'd. NaHCO3 (0.5 L), and then extracted with EtOAc (3500 mL). The combined organic phases were washed with dilute brine (2200 mL), brine (2100 mL), then dried over Na2SO4 and concentrated. After stripping with heptane (2200 mL), the title compound was isolated as a white solid (57.08 g, 97% yield). 1H-NMR (CDCl3): In agreement with structure. LCMS (NQAD detection): Purity >99%, mass in agreement with molecular formula (pos. m/z=361 [M+1]+, 383 [M+Na]+). Specific rotation: [α]D22=6.38 (c=1.72, CHCl3).
3 g	With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 2h;	Potassium carbonate (1.8 g, 13.0 mmol) and methyl iodide (0.65 mL, 10.4 mmol) were added to a solution of compound la (3.0 g, 8.7 mmol) in DMF (25 mL) and stirred at room temperature for 2 h. The completeness of the reaction was confirmed by TLC analysis. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with water, brine, dried over Na2SC>4 and evaporated under reduced pressure to yield 3.0 g of compound lb. LCMS: 361.1 (M+H)+.

References: [1]Patent: US2016/376618,2016,A1 .Location in patent: Paragraph 0213-0218.
[2]Tetrahedron,2003,vol. 59,p. 5837 - 5848.
[3]Patent: WO2016/142852,2016,A1 .Location in patent: Paragraph 54.

12
[ 2483-48-9 ]
[ 183890-50-8 ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 3023 - 3025.

13
[ 2483-48-9 ]
(2S)-2-(N-tert-butoxycarbonyl-N-formylamino)pentanedioic acid 1-methyl ester [ No CAS ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 3023 - 3025.

14
[ 2483-48-9 ]
[ 934561-10-1 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.

15
[ 2483-48-9 ]
6-hydroxy-octahydro-quinolizin-4-one [ No CAS ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.

16
[ 2483-48-9 ]
[ 934561-11-2 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.

17
[ 2483-48-9 ]
[ 934561-12-3 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.

18
[ 2483-48-9 ]
1,2-(carbomethoxy)-(3,4,5,5a,6,7,8-heptahydro)pyrrolo[2,1,5-de]quinolizine [ No CAS ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.

19
[ 2483-48-9 ]
(-)-1-(carboethoxy)-2-ethyl-(3,4,5,5a,6,7,8-heptahydro)pyrrolo[2,1,5-de]quinolizine [ No CAS ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.

20
[ 2483-48-9 ]
[ 128726-47-6 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 2015 - 2020.
[2]Synlett,2002,p. 100 - 104.
[3]Synthetic Communications,1996,vol. 26,p. 687 - 696.
[4]Tetrahedron Asymmetry,1994,vol. 5,p. 1463 - 1464.

21
[ 2483-48-9 ]
[ 158414-69-8 ]

22
[ 2483-48-9 ]
[ 200184-53-8 ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 3023 - 3025.

23
[ 2483-48-9 ]
[ 227758-95-4 ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 3023 - 3025.

24
N-(benzyloxycarbonyl)lysine methyl ester hydrochloride [ No CAS ]
[ 2483-48-9 ]

References: [1]Organic and Biomolecular Chemistry,2003,vol. 1,p. 1480 - 1485.

25
[ 588719-10-2 ]
[ 2483-48-9 ]

References: [1]Organic and Biomolecular Chemistry,2003,vol. 1,p. 1480 - 1485.

26
[ 2483-48-9 ]
[ 174626-17-6 ]