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10009-20-8

Basic Information
CAS No.: 10009-20-8
Name: N-6-Trifluoroacetyl-L-lysine
Article Data: 4
Cas Database
Molecular Structure:
Molecular Structure of 10009-20-8 (N-6-Trifluoroacetyl-L-lysine)
Formula: C8H13F3N2O3
Molecular Weight: 242.198
Synonyms: L-Lysine,N6-(trifluoroacetyl)- (9CI);Lysine, N6-(trifluoroacetyl)-, L- (8CI);(S)-6-(Trifluoroacetylamino)-2-aminohexanoic acid;N6-(Trifluoroacetyl)-L-lysine;N6-(Trifluoroacetyl)lysine;Ne-Trifluoroacetyl-L-lysine;Nw-(Trifluoroacetyl)-L-lysine;H-Lys(Tfa)-OH;
EINECS: 1308068-626-2
Density: 1.333 g/cm3
Melting Point: 258 °C
Boiling Point: 382.5 °C at 760 mmHg
Flash Point: 185.1 °C
Solubility: 2 M HCl: 10 mg/mL, clear, colorless
Safety: 22-24/25
PSA: 92.42000
LogP: 1.33830
Synthetic route
383-63-1

ethyl trifluoroacetate,

657-27-2, 10098-89-2

L-Lysine hydrochloride

10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

Conditions
ConditionsYield
With sodium In ethanol at 5 - 20℃;62%
Stage #1: L-Lysine hydrochloride With ethanol; sodium
Stage #2: ethyl trifluoroacetate, In ethanol at 20℃; Cooling with ice;
Stage #3: With acetic acid In ethanol
62%
Stage #1: L-Lysine hydrochloride With sodium In ethanol for 1h;
Stage #2: ethyl trifluoroacetate, at 5 - 20℃; for 3h;
Stage #3: With acetic acid for 0.166667h;
56%
383-63-1

ethyl trifluoroacetate,

16079-52-0

sodium salt of L-lysine

A

10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

B

329-53-3

Nα,Nε-bis(trifluoroacetyl)-L-lysine

Conditions
ConditionsYield
In ethanol at 5 - 20℃;A 25%
B 56%
383-64-2

S-ethyl trifluoroacetate

657-27-2, 10098-89-2

L-Lysine hydrochloride

10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

Conditions
ConditionsYield
With sodium hydroxide
24424-99-5

di-tert-butyl dicarbonate

10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

96561-04-5, 16965-06-3

(S)-6-trifluoroacetylamino-2-(tert-butoxycarbonylamino)-hexanoic acid

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; (S)-6-trifluoroacetylamino-2-aminohexanoic acid With triethylamine In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=2;
92%
In N,N-dimethyl-formamide at 20℃; for 2h;92%
10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

86298-24-0

N-phenyl-1H-benzo[d][1,2,3]triazole-1-carboxamide

C15H18F3N3O4

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 0.5h; chemoselective reaction;92%
75-44-5

phosgene

10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

42267-27-6

Nε-trifluoroacetyl-L-lysine Nα-carboxanhydride

Conditions
ConditionsYield
In tetrahydrofuran at 20 - 30℃; for 4.33333h; Inert atmosphere;86.5%
In 1,4-dioxane at 45℃; for 2h;70%
10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

530-62-1

1,1'-carbonyldiimidazole

N-(4-(2,5-dioxo-4-oxazolidinyl)butyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In tetrahydrofuran for 0.4h; Reflux; Large scale;81.9%
32315-10-9

bis(trichloromethyl) carbonate

10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

42267-27-6

Nε-trifluoroacetyl-L-lysine Nα-carboxanhydride

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 50℃; Inert atmosphere;75%
With Pinene In ethyl acetate at 105 - 110℃;
10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

503-38-8

trichloromethyl chloroformate

42267-27-6

Nε-trifluoroacetyl-L-lysine Nα-carboxanhydride

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Inert atmosphere; Reflux;75%
With sodium hydroxide In tetrahydrofuran for 2h; Inert atmosphere; Reflux;75%
In ethyl acetate at 70℃; for 4h;63%
10009-20-8

(S)-6-trifluoroacetylamino-2-aminohexanoic acid

121-44-8

triethylamine

14470-28-1

mono-4-methoxytrityl chloride

C6H15N*C28H29F3N2O4

Conditions
ConditionsYield
Stage #1: (S)-6-trifluoroacetylamino-2-aminohexanoic acid With chloro-trimethyl-silane; triethylamine In dichloromethane for 2h; Reflux; Inert atmosphere;
Stage #2: mono-4-methoxytrityl chloride In dichloromethane for 2h; Reflux; Inert atmosphere;
Stage #3: triethylamine In methanol; dichloromethane for 0.5h; Inert atmosphere;
74%
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    N-6-Trifluoroacetyl-L-lysine[CAS:10009-20-8] Molecular Formula C8H13F3N2O3 Molecular Weight 242.20 CAS Registry Number 10009-20-8 HANGZHO

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Specification

The N-6-Trifluoroacetyl-L-lysine with CAS registry number of 10009-20-8 is also known as L-Lysine,N6-(trifluoroacetyl)- (9CI). The IUPAC name is (2S)-2-Amino-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid. It belongs to product categories of Chemical Intermediate for Lisinopril; API Intermediates. In addition, the formula is C8H13F3N2O3 and the molecular weight is 242.20. This chemical is soluble in hydrochloric acid and should be sealed in cool, dry place at the temperature of 2-8 °C. During using it, do not breathe dust and avoid contact with skin or eyes.

Physical properties about N-6-Trifluoroacetyl-L-lysine are: (1)ACD/LogP: -0.22; (2)ACD/LogD (pH 5.5): -2.72; (3)ACD/LogD (pH 7.4): -2.72; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 7; (11)Index of Refraction: 1.444; (12)Molar Refractivity: 48.25 cm3; (13)Molar Volume: 181.5 cm3; (14)Surface Tension: 39.5 dyne/cm; (15)Density: 1.333 g/cm3; (16)Flash Point: 185.1 °C; (17)Enthalpy of Vaporization: 69.27 kJ/mol; (18)Boiling Point: 382.5 °C at 760 mmHg; (19)Vapour Pressure: 6.55E-07 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
1. SMILES: FC(F)(F)C(=O)NCCCC[C@@H](C([O-])=O)[NH3+]
2. InChI: InChI=1/C8H13F3N2O3/c9-8(10,11)7(16)13-4-2-1-3-5(12)6(14)15/h5H,1-4,12H2,(H,13,16)(H,14,15)/t5-/m0/s1
3. InChIKey: PZZHRSVBHRVIMI-YFKPBYRVBT
4. Std. InChI: InChI=1S/C8H13F3N2O3/c9-8(10,11)7(16)13-4-2-1-3-5(12)6(14)15/h5H,1-4,12H2,(H,13,16)(H,14,15)/t5-/m0/s1
5. Std. InChIKey: PZZHRSVBHRVIMI-YFKPBYRVSA-N

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