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71989-38-3

Basic Information
CAS No.: 71989-38-3
Name: Fmoc-O-tert-butyl-L-tyrosine
Article Data: 13
Molecular Structure:
Molecular Structure of 71989-38-3 (Fmoc-O-tert-butyl-L-tyrosine)
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: IrritantXi
Risk Codes: 36/37/38
Safety: 26
PSA: 84.86000
LogP: 5.78920
Synthetic route
851713-94-5

Fmoc-Tyr(t-Bu)-1,1-dimethylallyl ester

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃;91%
132409-94-0

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine Methyl Ester

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
With lithium iodide In ethyl acetate Reagent/catalyst; Reflux;84.3%
With sodium carbonate In acetonitrile for 15h;74%

Fmoc-Tyr(tBu)-OEt

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
With aluminum (III) chloride In ethyl acetate Reflux;78.6%
4727-00-8, 18822-59-8

O-t-Butyl-L-tyrosine

82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
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;
146346-74-9

Fmoc-Tyr(but)-O-Pha

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
With acetic acid; zinc Yield given;
With magnesium; acetic acid In methanol; N,N-dimethyl-formamide at 20℃; for 75h;
71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diisopropylethylamine / ethyl acetate
2: 240 h
3: zinc, acetic acid
View Scheme
146346-71-6

Fmoc-Tyr-O-Pha

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 240 h
2: zinc, acetic acid
View Scheme
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
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
3417-91-2

L-tyrosine methyl ester HCl

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
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
82911-79-3

N-(fluorenyl-9-methoxycarbonyl)-L-tyrosine methyl ester

71989-38-3

Fmoc-Tyr(tBu)-OH

Conditions
ConditionsYield
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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    Name: n-α-Fmoc-O-t.-butyl-L-tyrosine. Synonym:FMOC-L-TYR(TBU)-OH(71989-38-3);(2S)-3-[4-(tert-butoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoicacid;FMOC-L-TYROSINE(O-T-BUTYL);FMOC-L-TYROSINE(TBU);o-(tert-butyl)-n-[(9h-flu

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Chemistry

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

Safety Profile

Hazard Codes: IrritantXi
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

Specification

 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 .