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Fmoc-Tyr(tBu)-OH

Fmoc-Tyr(tBu)-OH Structure
CAS No.
71989-38-3
Chemical Name:
Fmoc-Tyr(tBu)-OH
Synonyms
FMOC-TYR(TBU)-OH;FMOC-TYR(TBU);Fmoc-Tyr(otbu)-OH;Tyr(tBu);FMOC-L-TYR(TBU)-OH;FMOC-TYR(TRT)-OH;FMOC-TYR(BUT);FMOC-L-TYROSINE(O-T-BUTYL);FMOC-L-TYR(TBU)-OH(71989-38-3);(2S)-3-[4-(tert-butoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
CBNumber:
CB5854161
Molecular Formula:
C28H29NO5
Molecular Weight:
459.53
MOL File:
71989-38-3.mol
MSDS File:
SDS
Modify Date:
2024/6/13 17:47:58

Fmoc-Tyr(tBu)-OH Properties

Melting point ~150 °C (dec.)
alpha -28 º (c=1, DMF)
Boiling point 658.2±55.0 °C(Predicted)
Density 1.218±0.06 g/cm3(Predicted)
refractive index -30 ° (C=1, DMF)
storage temp. Store below +30°C.
solubility Chloroform (Slightly), DMF (Slightly), Methanol (Slightly)
pka 2.97±0.10(Predicted)
form Powder
color White
optical activity [α]20/D 29±2°, c = 1% in DMF
BRN 4216652
InChIKey JAUKCFULLJFBFN-VWLOTQADSA-N
SMILES C(O)(=O)[C@H](CC1=CC=C(OC(C)(C)C)C=C1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference 71989-38-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-24/25
WGK Germany  3
HS Code  2924 29 70
NFPA 704
1
2 0

Fmoc-Tyr(tBu)-OH price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 25G ₹6410 2022-06-14 Buy
Sigma-Aldrich(India) 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 100G ₹18580 2022-06-14 Buy
Sigma-Aldrich(India) 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 250G ₹35149.99 2022-06-14 Buy
Sigma-Aldrich(India) 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 1KG ₹116889.99 2022-06-14 Buy
Sigma-Aldrich(India) 47623 Fmoc-Tyr(tBu)-OH ≥98.0% (HPLC) 71989-38-3 10G ₹6083.65 2022-06-14 Buy
Product number Packaging Price Buy
8.52020 25G ₹6410 Buy
8.52020 100G ₹18580 Buy
8.52020 250G ₹35149.99 Buy
8.52020 1KG ₹116889.99 Buy
47623 10G ₹6083.65 Buy

Fmoc-Tyr(tBu)-OH Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystalline powder; insoluble in water and petroleum ether, soluble in ethyl acetate, methanol and DMF; mp is 150-151°C; specific optical rotation [α] 20D + 5.2° (0.5-2.0mg/ml, ethyl acetate ), [α]20D-27.6° (0.5-2.0 mg/ml, DMF), [α]20D-6° (0.5-2.0 mg/ml, methanol).

Uses

Fmoc-O-tert-butyl-L-tyrosine belongs to L-tyrosine compounds. Its molecular structure contains a chiral center, so it can exist two enantiomers and has optical activity. Fmoc-Tyr(tBu)-OH is used in peptide synthesis as amino acid protection monomer.

Preparation

To obtain Fmoc-Tyr(tBu)-OH, the following steps are carried out:
Suspend O-tert-butyl-L-tyrosine in a solution of dioxane.
Conduct an acylation reaction with fluorenyl methaneoxycarbonyl azide.
After the reaction, extract the crude product with ethyl acetate under pH 9-10 conditions.
Purify the extracted product through recrystallization.
This process results in the final product, Fmoc-Tyr(tBu)-OH.

General Description

Fmoc-Tyr(tBu)-OH is the preferred tyrosine derivative for solid phase peptide synthesis by Fmoc protocols. Protecting the Tyr sidechain may not be essential in the synthesis of small peptides. If the phenolic functional group of tyrosine does become acylated during a coupling reaction, the subsequent treatment with piperdine to remove Fmoc-groups will also remove any acylation of the phenolic function. Using Fmoc-Tyr(tBu)-OH in peptide synthesis is more efficient, however, since none of the activated amino acids are used unproductively in acylating exposed tyrosine side-chains. The use of Fmoc-Tyr(tBu)-OH also eliminates all potential for side products arising from the acylation of the tyrosine side-chain.

Fmoc-Tyr(tBu)-OH Preparation Products And Raw materials

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FMOC-L-TYROSINE (TBU) o-(tert-butyl)-n-[(9h-fluoren-9-ylmethoxy)carbonyl]-l-tyrosine O-TERT-BUTYL-NALPHA-FMOC-L-TYROSINE N-FMOC-T-BUTYL-L-TYR N-FMOC-O-T-BUTYL-L-TYROSINE N-ALPHA-FMOC-O-T-BUTYL-L-TYROSINE NALPHA-FMOC-O-TERT-BUTYL-L-TYROSINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-L-TYROSINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TERT-BUTYL-L-TYROSINE NALPHA-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-O-TERT-BUTYL-L-TYROSINE N-(9-FLUORENYLMETHOXYCARBONYL)-O-TERT-BUTYL-L-TYROSINE N-9-FLUORENYLMETHYLOXYCARBONYL-O-T-BUTYL-L-TYROSINE N-9-FLUORENYLMETHYLOXYCARBONYL-O-TERT-BUTYL-L-TYROSINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-L-TYROSINE 9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-L-TYROSINE L-Tyrosine-UL-13C9, 15N-N-FMOC N-(9-FLUORENYLMETHOXYCARBONYL)-2-TERT-BUTYL-L-TYROSINE NALPHA-9-Fluorenylmethoxycarbonyl-O-tert-butyl-L-tyrosine N-A-FMOC-O-T-BUTYL-L-TYROSINE FMOC-O-T-BUTYL-L-TYROSINE (FMOC-L-TYR(TBU)-OH) FMOC-O-TERT-BUTYL-L-TYROSINE 98+% N-tert-Butoxycarbonyl-O-(2-bromo-Cbz)-L-tyrosine L-TYROSINE-N-FMOC, O-TERT-BUTYL ETHER (13C9,15N) Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-tyrosine Fmoc-O-tert-butyl-L-tyrosine≥ 99.7% (HPLC, Chiral purity) (9-fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine Fmoc-O-tert-butyl-L-tyrosine, N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine FMOC-L-TYR(O-T-BUTYL) FMOC-L-TYR(T-BU) 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid N-(9-Fluorenylmethoxycarbonyl)-o-tert-butyl-L-tyrosine ,98% 4-tert-Butoxy-Fmoc-Phe-OH N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butyl-L-tyrosine N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butyltyrosine O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosine O-tert-Butyl-N-(9H-fluorene-9-ylmethoxycarbonyl)-L-tyrosine O-tert-Butyl-N-(9H-fluorene-9-ylmethoxycarbonyl)tyrosine Fmoc-(O-terbutyl)Tyrosine Fmoc-O-tert-butyl-L- FMco-Tyr(tBu)-OH L-TYROSINE-N-FMOC, O-TERT-BUTYL ETHER O-tert-Butyl-Nalpha-Fmoc-L-tyrosine Nalpha-Fmoc-O-tert-butyl-L-tyrosine Fmoc-Tyr(tBu)-OH N^a-FMoc-O-tert-butyl-L-tyrosine, 98% Fmoc-Tyr(tBu)-OH >=98.0% (HPLC) FMOC-TYR(BUT)-OH FMOC-TYROSINE(TBU)-OH FMOC-O-T-BUTYL-L-TYROSINE FMOC-O-TERT-BUTYL-L-TYROSINE (S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(4-(tert-butoxy)phenyl)propanoic acid (9H-Fluoren-9-yl)MethOxy]Carbonyl Tyr(tBu)-OH Fomc-Tyrs( Fomc-Tyrs(tBu)-OH Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-tyrosine> FMOC-TYR(TBU)-OH 100 G FMOC-TYR(TBU)-OH 25 G FMOC-TYR(TBU)-OH 250 G L-Tyrosine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]- Fmoc-O-tert-butyl-L-tyrosine USP/EP/BP