Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 20℃; for 15h; Reflux; | 95% |
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane | 64% |
2,5-dioxopyrrolidin-1-yl 6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinate
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
D-lysine hydrochloride
(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinamido)hexanoic acid
Conditions | Yield |
---|---|
Stage #1: D-lysine hydrochloride With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate In water for 2h; Reflux; Stage #2: 2,5-dioxopyrrolidin-1-yl 6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinate In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Stage #3: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide Further stages; | 62% |
palmitic acid N-succinimide ester
D-lysine hydrochloride
Pam-DLys(Pam)-OH
Conditions | Yield |
---|---|
Stage #1: palmitic acid N-succinimide ester; D-lysine hydrochloride With sodium carbonate In 1,4-dioxane at 20℃; for 48h; Stage #2: With hydrogenchloride In 1,4-dioxane; water | 61% |
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; sodium carbonate; sodium hydroxide In water at 0 - 20℃; for 4h; Inert atmosphere; | 45.3% |
D-lysine hydrochloride
(R)-3-amino-azepan-2-one
Conditions | Yield |
---|---|
With hexamethyldisilazan In toluene for 168h; Heating / reflux; | 15% |
Stage #1: D-lysine hydrochloride With thionyl chloride In methanol at -60 - 20℃; for 12h; Stage #2: With sodium methylate In methanol for 4h; Reflux; | |
Multi-step reaction with 2 steps 1: hydrogenchloride / 3 h / Reflux 2: sodium methylate / methanol / 4 h / Reflux View Scheme |
tert-butyl fluoroformate
D-lysine hydrochloride
Nε-(tert-butoxycarbonyl)-D-lysine
Conditions | Yield |
---|---|
(i) CuCO3*Cu(OH)2, (ii) aq. NaOH, NaHCO3, dioxane; Multistep reaction; |
2,2-dimethylpropanoic anhydride
2-methyl-1-nitroisourea
D-lysine hydrochloride
Nα-tert-butoxycarbonyl-NG-nitro-D-homoarginine
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
D-lysine hydrochloride
benzyl chloroformate
(R)-2-amino-6-(((benzyloxy)carbonyl)amino)hexanoic acid
Conditions | Yield |
---|---|
With copper (II) carbonate hydroxide; sodium hydroxide 1.) H2O, reflux, 2.5 h, 2.) RT, overnight; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With TEA 1.) H2O, reflux, 30 min, 2.) H2O, MeOH, a) 0 deg C, 1.5 h, b) RT, 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With lithium hydroxide at 0℃; |
D-lysine hydrochloride
Nα-carbobenzoxy-D-lysine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C 9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C 10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C 11.1: TFA / CH2Cl2 / 0 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C View Scheme |
D-lysine hydrochloride
(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C 9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 14 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C 9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C 10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C 11.1: TFA / CH2Cl2 / 0 °C 12.1: aq. HCl; H2 / Pd/C / methanol / 20 °C 13.1: HOBt; EDCI; N-methylmorpholine / CH2Cl2 / 0 - 20 °C 14.1: DMSO; oxalyl chloride; iPr2NEt / CH2Cl2 / -78 - -55 °C View Scheme |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C 9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C 10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C 11.1: TFA / CH2Cl2 / 0 °C 12.1: aq. HCl; H2 / Pd/C / methanol / 20 °C View Scheme |
D-lysine hydrochloride
(S)-2-{[(2R,3R)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-7-hydroxy-2-methyl-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C 9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C 10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C 11.1: TFA / CH2Cl2 / 0 °C 12.1: aq. HCl; H2 / Pd/C / methanol / 20 °C 13.1: HOBt; EDCI; N-methylmorpholine / CH2Cl2 / 0 - 20 °C View Scheme |
D-lysine hydrochloride
(S)-2-{[(2R,3R)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoyl]-methyl-amino}-3-methyl-butyric acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: aq. LiOH / 0 °C 2.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C 2.2: HCl / ethanol / 0.17 h / 50 °C 3.1: NaNO2; AcOH / 6 h / 40 °C 4.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C 4.2: tetrahydrofuran; diethyl ether / -10 - 20 °C 5.1: PhCO2Ag; Et3N / -25 - 20 °C 6.1: K2CO3 / methanol / 6 h / 0 °C 7.1: iPr2NEt / CH2Cl2 / 5 h / 20 °C 8.1: LDA; LiCl / tetrahydrofuran / -78 °C 9.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C 10.1: iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C View Scheme |
D-lysine hydrochloride
(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) basic copper carbonate, 2.) NaOH / 1.) H2O, reflux, 2.5 h, 2.) RT, overnight 2: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature View Scheme |
D-lysine hydrochloride
Boc-D-Lys-OH
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) basic copper carbonate, 2.) NaOH / 1.) H2O, reflux, 2.5 h, 2.) RT, overnight 2: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature 3: H2 / 5percent Pd/C / methanol; H2O / 24 h / 2585.7 Torr View Scheme |
D-lysine hydrochloride
Nα-tert-butyloxycarbonyl-Nε-nicotinoyl-D-lysine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) basic copper carbonate, 2.) NaOH / 1.) H2O, reflux, 2.5 h, 2.) RT, overnight 2: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature 3: H2 / 5percent Pd/C / methanol; H2O / 24 h / 2585.7 Torr 4: dimethylformamide / 120 h / Ambient temperature View Scheme |
(9H-fluoren-9-yl)methyl azidoformate
D-lysine hydrochloride
N,N'-bis-(9-fluorenylmethyloxycarbonyl)-D-lysine
Conditions | Yield |
---|---|
In hexane; water; sodium carbonate; acetone |
Conditions | Yield |
---|---|
Stage #1: benzyl bromide; D-lysine hydrochloride With potassium carbonate In ethanol at 60℃; for 96h; Stage #2: In ethanol |
D-lysine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sulfuric acid / water / 20 - 30 °C 1.2: 120 °C / 36228.6 Torr / Autoclave; Sealed tube 2.1: N-ethyl-N,N-diisopropylamine / dichloromethane-d2 / 2 h / 20 °C View Scheme |
Product Name: D-Lysine hydrochloride (CAS NO.7274-88-6)
Molecular Formula: C6H15ClN2O2
Molecular Weight: 182.648500 g/mol
Appearance: brown power
Melting Point: 266 °C (dec.)(lit.)
Solubility: soluble
Alpha: -21 °(c=8, 6N HCl)
Storage temp.: Store at RT.
BRN: 4356907
Flash Point: 142.2 °C
Enthalpy of Vaporization: 60.75 kJ/mol
Boiling Point: 311.5 °C at 760 mmHg
Vapour Pressure: 0.000123 mmHg at 25°C
H-Bond Donor: 4
H-Bond Acceptor: 4
Structure Descriptors of D-Lysine hydrochloride (CAS NO.7274-88-6):
IUPAC Name: 2,6-diaminohexanoic acid hydrochloride
Canonical SMILES: C(CCN)CC(C(=O)O)N.Cl
InChI: InChI=1S/C6H14N2O2.ClH/c7-4-2-1-3-5(8)6(9)10;/h5H,1-4,7-8H2,(H,9,10);1H
InChIKey: BVHLGVCQOALMSV-UHFFFAOYSA-N
Categories: Lysine [Lys, K]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; Amino hydrochloride
D-Lysine hydrochloride (CAS NO.7274-88-6) is a kind of hormones which is used to adjust endocrine.
1. | ipr-rat LD50:4750 mg/kg ABBIA4 64,319,56 |
Reported in EPA TSCA Inventory.
Safety Information of D-Lysine hydrochloride (CAS NO.7274-88-6):
Safety Statements:24/25
24/25:Avoid contact with skin and eyes
WGK Germany:3
RTECS:OL5632500
F:21
When heated to decomposition it emits very toxic fumes of HCl and NOx.
D-Lysine hydrochloride , its CAS NO. is 7274-88-6, the synonyms are D-Lysine, monohydrochloride ; Lysine, hydrochloride, D- ; Lysine, monohydrochloride, D- .
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