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CAS No.: | 71989-38-3 |
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Name: | Fmoc-O-tert-butyl-L-tyrosine |
Article Data: | 13 |
Molecular Structure: | |
Formula: | C28H29NO5 |
Molecular Weight: | 459.542 |
Synonyms: | (S)-3-(4-tert-Butoxyphenyl)-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]propionicacid;NSC 334301;O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosine;Fmoc-Tyr(tBu)-OH; |
EINECS: | 276-262-7 |
Density: | 1.218 g/cm3 |
Melting Point: | 153-156 °C |
Boiling Point: | 658.2 °C at 760 mmHg |
Flash Point: | 351.9 °C |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26 |
PSA: | 84.86000 |
LogP: | 5.78920 |
Fmoc-Tyr(t-Bu)-1,1-dimethylallyl ester
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃; | 91% |
N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine Methyl Ester
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
With lithium iodide In ethyl acetate Reagent/catalyst; Reflux; | 84.3% |
With sodium carbonate In acetonitrile for 15h; | 74% |
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
With aluminum (III) chloride In ethyl acetate Reflux; | 78.6% |
O-t-Butyl-L-tyrosine
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
Stage #1: O-t-Butyl-L-tyrosine With N-cyclohexyl-cyclohexanamine In acetone at 20℃; Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In water; acetonitrile at 0 - 20℃; pH=8; Stage #3: With potassium hydrogensulfate In water; acetonitrile pH=2 - 3; | 58% |
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h; |
Fmoc-Tyr(but)-O-Pha
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
With acetic acid; zinc Yield given; | |
With magnesium; acetic acid In methanol; N,N-dimethyl-formamide at 20℃; for 75h; |
N-Fmoc-Tyr-OH
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: diisopropylethylamine / ethyl acetate 2: 240 h 3: zinc, acetic acid View Scheme |
Fmoc-Tyr-O-Pha
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 240 h 2: zinc, acetic acid View Scheme |
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 97 percent / 10percent Na2CO3 / dioxane; H2O / 20 h / 0 deg C to r.t. 2: 83 percent / conc. H2SO4 / CH2Cl2 / 6 h / 258.6 Torr / Ambient temperature 3: 74 percent / aq. Na2CO3 / acetonitrile / 15 h View Scheme |
L-tyrosine methyl ester HCl
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 97 percent / 10percent Na2CO3 / dioxane; H2O / 20 h / 0 deg C to r.t. 2: 83 percent / conc. H2SO4 / CH2Cl2 / 6 h / 258.6 Torr / Ambient temperature 3: 74 percent / aq. Na2CO3 / acetonitrile / 15 h View Scheme | |
Multi-step reaction with 4 steps 1: sodium carbonate / ethyl acetate; water / pH 8 2: sulfuric acid / dichloromethane / 120 h / 20 °C 3: palladium on activated charcoal; hydrogen / 25 °C 4: sodium carbonate / water; tetrahydrofuran / pH 9 View Scheme | |
Multi-step reaction with 3 steps 1: sodium carbonate / acetone; water / 8 h / 20 °C / pH 8 - 9 2: perchloric acid / 1 h / 20 °C / Cooling with ice 3: lithium iodide / ethyl acetate / Reflux View Scheme |
N-(fluorenyl-9-methoxycarbonyl)-L-tyrosine methyl ester
Fmoc-Tyr(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 83 percent / conc. H2SO4 / CH2Cl2 / 6 h / 258.6 Torr / Ambient temperature 2: 74 percent / aq. Na2CO3 / acetonitrile / 15 h View Scheme | |
Multi-step reaction with 2 steps 1: perchloric acid / 1 h / 20 °C / Cooling with ice 2: lithium iodide / ethyl acetate / Reflux View Scheme |
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IUPAC Name: 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid
Following is the structure of L-Tyrosine,O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]- (CAS NO.71989-38-3):
Empirical Formula: C28H29NO5
Molecular Weight: 459.5336
EINECS: 276-262-7
Index of Refraction: 1.599
Molar Refractivity: 128.94 cm3
Molar Volume: 376.9 cm3
Density: 1.218 g/cm3
Flash Point: 351.9 °C
Storage temp.: 2-8 °C
Melting point: 153-156 °C
Surface Tension: 50.5 dyne/cm
Enthalpy of Vaporization: 101.8 kJ/mol
Boiling Point: 658.2 °C at 760 mmHg
Vapour Pressure: 3.2E-18 mmHg at 25 °C
Product Categories of L-Tyrosine,O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]- (CAS NO.71989-38-3): Fluorenes, Flurenones; Amino Acid Derivatives; Amino Acids; Tyrosine [Tyr, Y]; Fmoc-Amino Acids and Derivatives; Amino Acids (N-Protected); Biochemistry; Fmoc-Amino Acids; Fmoc-Amino acid series
Appearance of L-Tyrosine,O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]- (CAS NO.71989-38-3): White to off-white crystalline powder
Canonical SMILES: CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChI: InChI=1S/C28H29NO5/c1-28(2,3)34-19-14-12-18(13-15-19)16-25(26(30)31)29-27(32)33-17-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,29,32)(H,30,31)
InChIKey: JAUKCFULLJFBFN-UHFFFAOYSA-N
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
L-Tyrosine,O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]- , its cas register number 71989-38-3. It also can be called Fmoc-O-tert-butyl-L-tyrosine ; N-Fmoc-O-tert-butyl-L-tyrosine ; O-(tert-Butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosine ; and Fmoc-Tyr(tBu)-OH .