Fmoc-O-tert-butyl-L-tyrosine supplier

Name
Fmoc-O-tert-butyl-L-tyrosine
EINECS 276-262-7
CAS No. 71989-38-3
Article Data13
CAS DataBase
Density 1.218 g/cm³
Solubility
Melting Point 153-156 °C
Formula C₂₈H₂₉NO₅
Boiling Point 658.2 °C at 760 mmHg
Molecular Weight 459.542
Flash Point 351.9 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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;

: 146346-74-9
Fmoc-Tyr(but)-O-Pha

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

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

: 112883-29-1, 92954-90-0
N-Fmoc-Tyr-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

: 3417-91-2
L-tyrosine methyl ester HCl

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

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

: 82911-79-3
N-(fluorenyl-9-methoxycarbonyl)-L-tyrosine methyl ester

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

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

: C42H40NO6Pol

A: 112883-29-1, 92954-90-0
N-Fmoc-Tyr-OH

B: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
With water; trifluoroacetic acid for 3h; Polystyrene crosslinked with divinylbenzene; Product distribution / selectivity;

: C2H2O4*C13H26N2O4

: 1019691-75-8
C34H36N2O4S

A: 1019691-23-6
Fmoc-Tyr(tBu)-Ala-Leu-OtBu

B: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
Stage #1: C34H36N2O4S With Oxone In water; N,N-dimethyl-formamide at 25℃; Stage #2: C2H2O4*C13H26N2O4 In N,N-dimethyl-formamide at 40℃; Further stages.;

...Expand

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: C13H19NO3*ClH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 4727-00-8, 18822-59-8
O-t-Butyl-L-tyrosine

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water pH=9;	450 g

: 60-18-4
L-tyrosine

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: thionyl chloride / Reflux 2: sodium carbonate / ethyl acetate; water / pH 8 3: sulfuric acid / dichloromethane / 120 h / 20 °C 4: palladium on activated charcoal; hydrogen / 25 °C 5: sodium carbonate / water; tetrahydrofuran / pH 9 View Scheme
Multi-step reaction with 4 steps 1: thionyl chloride / Reflux 2: sodium carbonate / acetone; water / 8 h / 20 °C / pH 8 - 9 3: perchloric acid / 1 h / 20 °C / Cooling with ice 4: lithium iodide / ethyl acetate / Reflux View Scheme
Multi-step reaction with 4 steps 1: thionyl chloride / Reflux 2: sodium carbonate / acetone; water / 8 h / 20 °C / pH 8 - 9 3: perchloric acid / 1 h / Cooling with ice 4: aluminum (III) chloride / ethyl acetate / Reflux View Scheme

: 13512-31-7
N-(benzyloxycarbonyl)-L-tyrosine methyl ester

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid / dichloromethane / 120 h / 20 °C 2: palladium on activated charcoal; hydrogen / 25 °C 3: sodium carbonate / water; tetrahydrofuran / pH 9 View Scheme

: 133852-23-0
(S)-tert-butyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
With water Flow reactor;

: 4089-07-0
L-tyrosine ethyl ester monohydrochloride

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium carbonate / acetone; water / 8 h / 20 °C / pH 8 - 9 2: perchloric acid / 1 h / Cooling with ice 3: aluminum (III) chloride / ethyl acetate / Reflux View Scheme

: 768-94-5
1-Adamantanamine

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 194673-21-7
(2S)-N-Adamantyl-3-[(4-tert-butoxy)phenyl]-2-(9-fluorenylmethoxycarbonylamino)propanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 12h; Ambient temperature;	100%

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 106-95-6
allyl bromide

: 208655-83-8
allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-tert-butoxyphenyl)propanoate

Conditions

Conditions	Yield
Stage #1: Fmoc-Tyr(tBu)-OH With silver carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 2.5h;	100%
Stage #1: Fmoc-Tyr(tBu)-OH With caesium carbonate In methanol at 20℃; for 2h; Metallation; Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 18h; Esterification; Further stages.;	98%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h;	97%

: 1258442-48-6
C153H228N16O19S

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 1258442-40-8
C181H255N17O23S

Conditions

Conditions	Yield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	100%

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 112883-29-1, 92954-90-0
N-Fmoc-Tyr-OH

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 2h;	100%
With trifluoroacetic acid In water at 20℃; for 2h;	91.1%
With hydrogenchloride In water at 20℃; for 4h; Reagent/catalyst; Temperature; Time;

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 35661-60-0
Fmoc-Leu-OH

: 35661-40-6
N-Fmoc L-Phe

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 1454659-74-5
C29H37N7O6

Conditions

Conditions	Yield
Stage #1: Fmoc-Leu-OH With pyridine; 2,6-dichlorobenzaldehyde In N,N-dimethyl-formamide Stage #2: With pyridine; benzoyl chloride In N,N-dimethyl-formamide Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH Further stages;	100%

...Expand

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 68858-20-8
Fmoc-Val-OH

: 35661-60-0
Fmoc-Leu-OH

: 35661-40-6
N-Fmoc L-Phe

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

: H2N-Thr(tBu)-Phe-Leu-Tyr(tBu)-Val-Gly-OH

Conditions

Conditions	Yield
Stage #1: Fmoc-Thr(tBu)-OH With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.1h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH Further stages;	100%

...Expand

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 233281-31-7
(3,4,5-trioctadecyloxyphenyl)methan-1-ol

: Fmoc-Try(tBu)-OKa

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 0.583333h;	100%

: 931120-51-3
2,4-bis(docosyloxy)benzyl alcohol

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: Fmoc-Tyr(tBu)-OKb, Kb=2,4-didocosyloxybenzyl

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 0.5h;	100%
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 0.5h;	99%

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 35661-40-6
N-Fmoc L-Phe

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 135673-97-1
(S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid

: C31H41N5O7

Conditions

Conditions	Yield
Stage #1: (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid With 4-methyl-morpholine; pyridine; 2,6-Dichlorobenzoyl chloride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH Further stages;	100%

Yield

Stage #1: (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid With 4-methyl-morpholine; pyridine; 2,6-Dichlorobenzoyl chloride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH Further stages;

100%

...Expand

: C35H34N4O5

: 108-24-7
acetic anhydride

: 71989-23-6
Fmoc-Ile-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

: C79H111N15O14S2

Conditions

Conditions	Yield
Stage #1: Fmoc-Tyr(tBu)-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.2h; Stage #3: C35H34N4O5; acetic anhydride; Fmoc-Ile-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;	100%

Yield

Stage #1: Fmoc-Tyr(tBu)-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.2h;
Stage #3: C35H34N4O5; acetic anhydride; Fmoc-Ile-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;

100%

...Expand

: C50H67N10O9PolS

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: C78H94N11O13PolS

Conditions

Conditions	Yield
With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine for 0.833333h;	99.5%

: 14533-84-7
pentafluorophenyl trifloroacetate

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 86060-93-7
Fmoc-Tyr(tBu)-OPfp

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide for 0.75h; Ambient temperature;	99%

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 136581-11-8
phenacyl 4-(hydroxymethyl)benzoate

: Phenacyl 4-<<oxy>methyl>benzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 1.) 0 deg C, 2 h, 2.) r.t., 18 h;	99%

: 5068-20-2
(4-(hydroxymethyl)phenyl)diphenylphosphine oxide

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: C47H44NO6P

Conditions

Conditions	Yield
Stage #1: (4-(hydroxymethyl)phenyl)diphenylphosphine oxide; Fmoc-Tyr(tBu)-OH With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.166667h; Stage #2: With dmap In dichloromethane at 20℃; for 2h;	99%

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 2,4,6-trivinylcyclotriboroxane*pyridine complex

: (L)-N-Fmoc-tyrosine(OtBu) vinyl ester

Conditions

Conditions	Yield
With N,N'-diethylurea; copper(II) bis(trifluoromethanesulfonate); triethylamine In tetrahydrofuran at 50℃; for 16h; Chan-Lam Coupling;	99%

: N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanethioyl-L-lysine

: 108-24-7
acetic anhydride

: 71989-23-6
Fmoc-Ile-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

: Ac-R(Pbf)IK(thioMis)R(Pbf)Y(tBu)-NH2*

Conditions

Conditions	Yield
Stage #1: Fmoc-Tyr(tBu)-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.2h; Stage #3: N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanethioyl-L-lysine; acetic anhydride; Fmoc-Ile-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;	99%

Yield

Stage #1: Fmoc-Tyr(tBu)-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.2h;
Stage #3: N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanethioyl-L-lysine; acetic anhydride; Fmoc-Ile-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;

99%

...Expand

: 35661-60-0
Fmoc-Leu-OH

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 71989-31-6
Fmoc-Pro-OH

: 71989-18-9
Fmoc-Glu(OtBu)-OH

: 115057-37-9
Fmoc-Gly-NH2

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

: 1419234-17-5
H2N-YALPETG-CONH2

Conditions

Conditions	Yield
Stage #1: Fmoc-Gly-NH2 With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With piperidine In dichloromethane at 20℃; for 0.0333333h; Stage #3: Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH Further stages;	98%

Yield

Stage #1: Fmoc-Gly-NH2 With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With piperidine In dichloromethane at 20℃; for 0.0333333h;
Stage #3: Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH Further stages;

98%

...Expand

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 35661-60-0
Fmoc-Leu-OH

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 71989-31-6
Fmoc-Pro-OH

: 71989-18-9
Fmoc-Glu(OtBu)-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

: H2N-Y-ALPETGG-COOH

Conditions

Conditions	Yield
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With piperidine In dichloromethane at 20℃; for 0.0333333h; Stage #3: Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH Further stages;	98%

Yield

Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With piperidine In dichloromethane at 20℃; for 0.0333333h;
Stage #3: Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH Further stages;

98%

...Expand

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 4727-00-8, 18822-59-8
O-t-Butyl-L-tyrosine

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 50℃; for 5h;	98%

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 71989-33-8
Fmoc-Ser(tBu)-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

Fmoc-D(*)-OH: Fmoc-D(*)-OH

: C29H37N7O11

Conditions

Conditions	Yield
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With 1-methyl-pyrrolidin-2-one; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine at 20℃; for 0.5h; Stage #2: With piperidine for 0.0833333h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Ser(tBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-D(*)-OH Further stages;	98%

...Expand

: fmoc-Lys(Boc)-Wang resin

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 71989-31-6
Fmoc-Pro-OH

: 71989-33-8
Fmoc-Ser(tBu)-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-26-9
Fmoc-Lys(tert-butoxycarbonyl)

: 71989-35-0
Fmoc-Thr(tBu)-OH

: (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid

: 119106-85-3
Ala-Lys-Pro-Ser-Tyr-Hyp-Hyp-Thr-Tyr-Lys

Conditions

Conditions	Yield
Stage #1: fmoc-Lys(Boc)-Wang resin With piperidine In N,N-dimethyl-formamide for 0.25h; Wang resin; Stage #2: Fmoc-Tyr(tBu)-OH With O-(benzotriazol-1-yl)- N,N,N’,N’-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Wang resin; Stage #3: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid Further stages;	97.89%

Yield

Stage #1: fmoc-Lys(Boc)-Wang resin With piperidine In N,N-dimethyl-formamide for 0.25h; Wang resin;
Stage #2: Fmoc-Tyr(tBu)-OH With O-(benzotriazol-1-yl)- N,N,N’,N’-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Wang resin;
Stage #3: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid Further stages;

97.89%

...Expand

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 68858-20-8
Fmoc-Val-OH

: 71989-14-5
Fmoc-(tBu)Asp-OH

: 71989-23-6
Fmoc-Ile-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-26-9
Fmoc-Lys(tert-butoxycarbonyl)

: H-Val-Lys-Asp-Gly-Tyr-Ile-OH

Conditions

Conditions	Yield
Stage #1: Fmoc-Ile-OH With 17α-acetoxy-6-formyl-3-methoxypregna-3,5-dien-20-one; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20 - 65℃; for 0.333333h; Microwave irradiation; Stage #2: With piperazine; formic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-(tBu)Asp-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl) Further stages;	97.6%
Stage #1: Fmoc-Ile-OH With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Automated synthesizer; Stage #2: With piperidine In N,N-dimethyl-formamide Automated synthesizer; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-(tBu)Asp-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl) Further stages;

Yield

Stage #1: Fmoc-Ile-OH With 17α-acetoxy-6-formyl-3-methoxypregna-3,5-dien-20-one; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20 - 65℃; for 0.333333h; Microwave irradiation;
Stage #2: With piperazine; formic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-(tBu)Asp-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl) Further stages;

97.6%

Stage #1: Fmoc-Ile-OH With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Automated synthesizer;
Stage #2: With piperidine In N,N-dimethyl-formamide Automated synthesizer;
Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-(tBu)Asp-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl) Further stages;

...Expand

: 24498-31-5
(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 908120-74-1
Fmoc-Tyr(tBu)-Lys(Z)-OMe

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 8h;	97.5%

: 54879-88-8
N-benzyl-2,2-dimethoxyethylamine

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 1083074-14-9
C39H44N2O6

Conditions

Conditions	Yield
With N'-methyl polystyrene; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;	97%

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 35661-60-0
Fmoc-Leu-OH

: 35661-40-6
N-Fmoc L-Phe

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 1454659-75-6
C29H37N7O6

Conditions

Conditions	Yield
Stage #1: Fmoc-Leu-OH With pyridine; 2,6-dichlorobenzaldehyde In N,N-dimethyl-formamide Stage #2: With pyridine; benzoyl chloride In N,N-dimethyl-formamide Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH Further stages;	97%

...Expand

: 4246-51-9
4,7,10-trioxa-1,13-diaminotridecane

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 1402012-45-6
C66H78N4O11

Conditions

Conditions	Yield
Stage #1: Fmoc-Tyr(tBu)-OH With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 4,7,10-trioxa-1,13-diaminotridecane In N,N-dimethyl-formamide at 20℃; for 0.5h;	97%

: 4-((1,3-bis(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyloxy)propan-2-yloxy)methyl)benzenemethanol

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: C55H49F26NO8

Conditions

Conditions	Yield
Stage #1: 4-((1,3-bis(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyloxy)propan-2-yloxy)methyl)benzenemethanol; Fmoc-Tyr(tBu)-OH In dichloromethane for 0.166667h; Cooling with ice; Stage #2: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3.5h;	97%

: Dimethyl-(3-methyl-2-butenyl)-sulfonium tetrafluoroborate

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 851713-94-5
Fmoc-Tyr(t-Bu)-1,1-dimethylallyl ester

Conditions

Conditions	Yield
Stage #1: Fmoc-Tyr(tBu)-OH With sodium carbonate In dichloromethane for 0.0833333h; Stage #2: Dimethyl-(3-methyl-2-butenyl)-sulfonium tetrafluoroborate With copper(I) bromide In dichloromethane at 20℃; Inert atmosphere; regioselective reaction;	96%
With potassium carbonate; copper(I) bromide In dichloromethane at 20℃;	90%

: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-methyloct-7-enoic acid

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 35661-60-0
Fmoc-Leu-OH

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 35661-40-6
N-Fmoc L-Phe

: 71989-23-6
Fmoc-Ile-OH

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

: 119831-72-0
Fmoc-Arg(Pbf)-OH

: 143824-78-6
3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

: C78H117N17O14

Conditions

Conditions	Yield
Stage #1: 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester With diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 2h; amide resin; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.5h; amide resin; Stage #3: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-methyloct-7-enoic acid; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; N-Fmoc L-Phe; Fmoc-Ile-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH; Fmoc-Arg(Pbf)-OH Further stages;	96%

Yield

Stage #1: 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester With diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 2h; amide resin;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.5h; amide resin;
Stage #3: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-methyloct-7-enoic acid; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; N-Fmoc L-Phe; Fmoc-Ile-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH; Fmoc-Arg(Pbf)-OH Further stages;

96%

...Expand

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 68858-20-8
Fmoc-Val-OH

: 35661-60-0
Fmoc-Leu-OH

: 35661-40-6
N-Fmoc L-Phe

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

: H2N-Leu-Tyr(tBu)-Val-Gly-Thr(tBu)-Phe-OH

Conditions

Conditions	Yield
Stage #1: Fmoc-Leu-OH With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.1h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH; Fmoc-Thr(tBu)-OH Further stages;	96%

...Expand

Fmoc-O-tert-butyl-L-tyrosine Chemical Properties

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

Fmoc-O-tert-butyl-L-tyrosine Safety Profile

Hazard Codes: Irritant 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

Fmoc-O-tert-butyl-L-tyrosine 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 .

Product Name

Fmoc-O-tert-butyl-L-tyrosine

Synthetic route

Fmoc-O-tert-butyl-L-tyrosine Chemical Properties

Fmoc-O-tert-butyl-L-tyrosine Safety Profile

Fmoc-O-tert-butyl-L-tyrosine Specification

Related Products

Hot Products