ChemicalBook--->CAS DataBase List--->7750-42-7

7750-42-7

7750-42-7 Structure

7750-42-7 Structure
IdentificationBack Directory
[Name]

BOC-LYS-OTBU
[CAS]

7750-42-7
[Synonyms]

Boc-Lys-OtBu (Syrup)
N-Boc-Lysine Tert-butyl Ester
N2-Boc-L-lysine tert-butyl ester
(Tert-Butoxy)Carbonyl Lys-OtBu (Syrup)
tert-butyl N-tert-butyloxycarbonyl-L-lysinate
(S)-tert-Butyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate
tert-butyl (2S)-6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoate
L-Lysine, N2-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester
[Molecular Formula]

C15H30N2O4
[MDL Number]

MFCD28963513
[MOL File]

7750-42-7.mol
[Molecular Weight]

302.41
Chemical PropertiesBack Directory
[Boiling point ]

406.7±40.0 °C(Predicted)
[density ]

1.021±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[solubility ]

Chloroform (Sparingly), Methanol (Sparingly)
[form ]

Solid
[pka]

11.16±0.46(Predicted)
[color ]

Off-White
[Optical Rotation]

7.867°(C=0.01g/ml CHCL3)
[InChI]

InChI=1S/C15H30N2O4/c1-14(2,3)20-12(18)11(9-7-8-10-16)17-13(19)21-15(4,5)6/h11H,7-10,16H2,1-6H3,(H,17,19)/t11-/m0/s1
[InChIKey]

LVUBESNUUMLEHL-NSHDSACASA-N
[SMILES]

C(OC(C)(C)C)(=O)[C@H](CCCCN)NC(OC(C)(C)C)=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Hazard InformationBack Directory
[Uses]

N-Boc-Lysine Tert-butyl Ester is used in preparation of Tetrahydroisoquinoline derivatives as blood coagulation factor inhibitors useful in the treatment of thromboembolic disorders.
[Synthesis]

L-Lysine, N2-[(1,1-dimethylethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester

135727-85-4

 	BOC-LYS-OTBU

7750-42-7

General procedure for the synthesis of (S)-6-amino-2-((tert-butoxycarbonyl)amino)hexanoic acid tert-butyl ester from (S)-6-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid tert-butyl ester: (0133) (0134) (S)-6-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid tert-butyl ester was butyl ester (98.8 mg, 0.226 mmol) and 10% Pd/C (12.1 mg, 11.4 μmol) were dissolved in methanol (1 mL) and stirred for 2 h at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the solid catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure to afford tert-butyl (S)-6-amino-2-((tert-butoxycarbonyl)amino)hexanoate in 96% (66.1 mg) yield. The resulting product was used directly in the next reaction without further purification.

[References]

[1] Angewandte Chemie - International Edition, 2009, vol. 48, # 9, p. 1633 - 1635
[2] Patent: EP2952504, 2015, A1. Location in patent: Paragraph 0133-0134
[3] Tetrahedron Letters, 2014, vol. 55, # 46, p. 6343 - 6346
[4] Journal of Agricultural and Food Chemistry, 2018, vol. 66, # 15, p. 3957 - 3965
[5] Journal of the American Chemical Society, 1997, vol. 119, # 17, p. 4086 - 4087
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-LYS-OTBU(7750-42-7)1HNMR
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