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Cas Database |
| Name |
N-6-Trifluoroacetyl-L-lysine |
EINECS | 1308068-626-2 |
| CAS No. | 10009-20-8 | Density | 1.333 g/cm3 |
| PSA | 92.42000 | LogP | 1.33830 |
| Solubility | 2 M HCl: 10 mg/mL, clear, colorless | Melting Point |
258 °C |
| Formula | C8H13F3N2O3 | Boiling Point | 382.5 °C at 760 mmHg |
| Molecular Weight | 242.198 | Flash Point | 185.1 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 4 |
N-6-Trifluoroacetyl-L-lysine 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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% |
N-6-Trifluoroacetyl-L-lysine 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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