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Chemical Structure| 77128-72-4 Chemical Structure| 77128-72-4
Chemical Structure| 77128-72-4

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Fmoc-Tyr(Me)-OH is a tyrosine derivative that serves as a standard structural unit for amino acid residues in peptide synthesis.

4.5 *For Research Use Only !

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Product Details of Fmoc-Tyr(Me)-OH

CAS No. :77128-72-4
Formula : C25H23NO5
M.W : 417.45
SMILES Code : O=C(O)[C@H](CC1=CC=C(C=C1)OC)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O
MDL No. :MFCD00153368
InChI Key :JYQODLWFOPCSCS-QHCPKHFHSA-N
Pubchem ID :2762281

Safety of Fmoc-Tyr(Me)-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Fmoc-Tyr(Me)-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 77128-72-4 ]

[ 77128-72-4 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 71989-38-3 ]
  • [ 71989-26-9 ]
  • [ 95753-55-2 ]
  • [ 77128-72-4 ]
  • N-(9-fluorenyl)methoxycarbonyl-Cys(Trt)-OH [ No CAS ]
  • Ac-Cys-Ile-cyclo[Phe-Lys-Tyr-Tyr] [ No CAS ]
  • 2
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(dimethylamino)hexanoic acid [ No CAS ]
  • [ 159610-93-2 ]
  • [ 35661-40-6 ]
  • [ 132388-59-1 ]
  • [ 77128-72-4 ]
  • HO-Phe-Tyr(Me)-Ser(Me)-Asn(Trt)-Lys(Me)<SUB>2</SUB>-NH<SUB>2</SUB> [ No CAS ]
  • 3
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(dimethylamino)hexanoic acid [ No CAS ]
  • [ 159610-93-2 ]
  • [ 132388-59-1 ]
  • [ 77128-72-4 ]
  • HO-Ser(Me)-Asn(Trt)-Lys(Me)<SUB>2</SUB>-Asn(Trt)-Tyr(Me)-NH<SUB>2</SUB> [ No CAS ]
  • 4
  • [ 35661-60-0 ]
  • [ 35661-60-0 ]
  • [ 71989-31-6 ]
  • [ 77128-72-4 ]
  • [ 198561-07-8 ]
  • C38H58N6O8 [ No CAS ]
  • 5
  • [ 908846-88-8 ]
  • [ 27144-18-9 ]
  • [ 71989-14-5 ]
  • [ 71989-26-9 ]
  • [ 103213-32-7 ]
  • [ 35661-38-2 ]
  • 9-fluorenylmethoxycarbonyl-Nim-trityl-L-histidine [ No CAS ]
  • [ 77128-72-4 ]
  • (S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
  • [ 76-05-1 ]
  • C63H79F2N15O13S2*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/fBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g-1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 1 M Oxyme in DMF, 4eq of 0.5M L/,/V-diisopropylcarbodiimide (DIC) (double coupling for Y01 ). Fmoc deprotection cycles were performed using 20% (VA/) piperidine in DMF. (0856) The sequence of Fmoc protected amino acids and building blocks used are: (0857) 1. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine 2. (S)-1 ((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2 -carboxylic acid (0858) 3. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid (0859) 4. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine (0860) 5. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid (0861) 6. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid (0862) 7. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid (0863) 8. (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanine (0864) 9. N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine (0865) 10.3-(tritylthio)propanoic acid (0866) At the end of the assembly, the resin was washed with DMF, MeOH, DCM, Et20. The peptide was cleaved from solid support using 50 ml of TFA solution (v/v) (91 % TFA, 5% H2O, 4% TIPS) for approximately 1.5 hours, at room temperature. The resin was filtered, washed with TFA and solution concentrated to dryness and lyophilized. Lyophilization afforded Intermediate Compound Int. A (300mg), which was used as crude in the next step. (0867) LCMS anal calcd. C63H79F2N15013S2: 1356.53, found: 1356.9 (M+1 )+
  • 6
  • [ 908846-88-8 ]
  • [ 27144-18-9 ]
  • N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine [ No CAS ]
  • [ 71989-14-5 ]
  • [ 71989-26-9 ]
  • [ 103213-32-7 ]
  • [ 35661-38-2 ]
  • [ 77128-72-4 ]
  • (S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
  • [ 76-05-1 ]
  • C63H79F2N15O13S2*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/fBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g_1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 1 M Oxyme in DMF, 4eq of 0.5M A/,//-diisopropylcarbodiimide (DIC) (double coupling for Y01). Fmoc deprotection cycles were performed using 20% (V/V) piperidine in DMF. The sequence of Fmoc protected amino acids and building blocks used were: 1. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine 2. (S)-1((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid 3. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid 4. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine 5. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid 6. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid 7. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid 8. (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanine 9. N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine 10. 3-(tritylthio)propanoic acid At the end of the assembly, the resin was washed with DMF, MeOH, DCM, Et2 H2O, 4% TIPS) for approximately 1.5 hours, at room temperature. The resin was filtered, washed with TFA and solution concentrated to dryness and lyophilized. Lyophilization afforded Intermediate Compound Int. A (300mg), which was used as crude in the next step. LCMS analysis was calculated for C63H79F2N15013S2: 1356.53, found: 1356.9 (M+1)+.
  • 7
  • [ 908846-88-8 ]
  • [ 27144-18-9 ]
  • [ 29022-11-5 ]
  • [ 71989-14-5 ]
  • [ 71989-26-9 ]
  • [ 103213-32-7 ]
  • 9-fluorenylmethoxycarbonyl-Nim-trityl-L-histidine [ No CAS ]
  • [ 77128-72-4 ]
  • (S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
  • C63H79F2N15O13S2*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/fBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g_1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 1 M Oxyme in DMF, 4eq of 0.5M A/,//-diisopropylcarbodiimide (DIC)(double coupling for Y01). Fmoc deprotection cycles were performed using 20% (V/V) piperidine in DMF.The sequence of Fmoc protected amino acids and building blocks used were: 1. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine2. (S)-1((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid3. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid4. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine5. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid6. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid7. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid8. (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanine9. N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine10. 3-(tritylthio)propanoic acidAt the end of the assembly, the resin was washed with DMF, MeOH, DCM, Et20. The peptide was cleaved from solid support using 50 ml of TFA solution (v/v) (91 % TFA, 5%H2O, 4% TIPS) for approximately 1.5 hours, at room temperature. The resin was filtered, washed with TFA and solution concentrated to dryness and lyophilized. Lyophilization afforded Intermediate Compound Int. A (300mg), which was used as crude in the next step. LCMS analysis was calculated for C63H79F2N15013S2: 1356.53, found: 1356.9 (M+1)+.
  • 8
  • polyethylene glycol polyamide resin [ No CAS ]
  • [ 908846-88-8 ]
  • [ 90711-56-1 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)methyl)phenyl)propanoic acid [ No CAS ]
  • [ 71989-35-0 ]
  • [ 35661-38-2 ]
  • [ 77128-72-4 ]
  • (S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
  • [ 203866-19-7 ]
  • C79H95F3N13O15Pol [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/iBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g_1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 0.5M HATU in DMF, 4eq of 2M DIPEA (double coupling for Tyr). Fmoc deprotection cycles were performed using 20% (V/V) piperidine in DMF. The sequence of Fmoc protected amino acids and building blocks used were: ? (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((1-(4,4-dimethyl-2,6- dioxocyclohexylidene)ethyl)amino)methyl)phenyl)propanoic acid ? (S)-1 -(((9H-fluoren-9-yl)methoxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid ? (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid ? N-(((9H-fluoren-9-yl)methoxy)carbonyl)-0-(tert-butyl)-L-threonine ? (2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid ? (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid ? (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid ? (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanine ? N-Allyloxycarbonyl glycine
  • 9
  • [ 908846-88-8 ]
  • [ 27144-18-9 ]
  • N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine [ No CAS ]
  • [ 71989-14-5 ]
  • [ 71989-26-9 ]
  • [ 103213-32-7 ]
  • [ 35661-38-2 ]
  • [ 77128-72-4 ]
  • (S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
  • [ 76-05-1 ]
  • C63H79F2N15O13S2*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/iBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g_1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 1 M Oxyme in DMF, 4eq of 0.5M A/,A/-diisopropylcarbodiimide (DIC) (double coupling for Y01 ). Fmoc deprotection cycles were performed using 20% (V/V) piperidine in DMF. The sequence of Fmoc protected amino acids and building blocks used were: 1. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine 2. (S)-1 ((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid 3. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid 4. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine 5. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid 6. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid 7. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid 8. (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanine 9. N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine 10. 3-(tritylthio)propanoic acid At the end of the assembly, the resin was washed with DMF, MeOH, DCM, Et20. The peptide was cleaved from solid support using 50 ml of TFA solution (v/v) (91 % TFA, 5% H20, 4% TIPS) for approximately 1 .5 hours, at room temperature. The resin was filtered, washed with TFA and solution concentrated to dryness and lyophilized. Lyophilization afforded Intermediate Compound Int. A (300mg), which was used as crude in the next step. LCMS analysis was calculated for C63H79F2N15013S2: 1356.53, found: 1356.9 (M+1 )+.
The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/fBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g_1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 1 M Oxyme in DMF, 4eq of 0.5M A/,//-diisopropylcarbodiimide (DIC) (double coupling for Y01). Fmoc deprotection cycles were performed using 20% (V/V) piperidine in DMF. The sequence of Fmoc protected amino acids and building blocks used were: 1. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine 2. (S)-1 ((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid 3. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-methoxyphenyl)propanoic acid 4. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine 5. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid 6. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid 7. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3- yl)propanoic acid 8. (((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanine 9. N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine 10. 3-(tritylthio)propanoic acid At the end of the assembly, the resin was washed with DMF, MeOH, DCM, Et20. The peptide was cleaved from solid support using 50 ml of TFA solution (v/v) (91 % TFA, 5% H2O, 4% TIPS) for approximately 1.5 hours, at room temperature. The resin was filtered, washed with TFA and solution concentrated to dryness and lyophilized. Lyophilization afforded Intermediate Compound Int. A (300mg), which was used as crude in the next step. LCMS analysis was calculated for C63H79F2N15013S2: 1356.53, found: 1356.9 (M+1 )+.
 

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