ChemicalBook > CAS DataBase List > Fmoc-Tyr(tBu)-OH

Fmoc-Tyr(tBu)-OH

Product Name
Fmoc-Tyr(tBu)-OH
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
Formula Weight
459.53
MOL File
71989-38-3.mol
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Fmoc-Tyr(tBu)-OH Property

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)
form 
Powder
pka
2.97±0.10(Predicted)
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-24/25
WGK Germany 
3
HS Code 
2924 29 70
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.52020
Product name
Fmoc-Tyr(tBu)-OH
Purity
Novabiochem?
Packaging
25g
Price
$90.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52020
Product name
Fmoc-Tyr(tBu)-OH
Purity
Novabiochem?
Packaging
100g
Price
$326
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52020
Product name
Fmoc-Tyr(tBu)-OH
Purity
Novabiochem?
Packaging
250g
Price
$687
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52020
Product name
Fmoc-Tyr(tBu)-OH
Purity
Novabiochem?
Packaging
1kg
Price
$2360
Updated
2024/03/01
Sigma-Aldrich
Product number
47623
Product name
Fmoc-Tyr(tBu)-OH
Purity
≥98.0% (HPLC)
Packaging
10g
Price
$65.9
Updated
2024/03/01
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Fmoc-Tyr(tBu)-OH Chemical Properties,Usage,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.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

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

Raw materials

Fluorene 1,4-Dioxane O-tert-Butyl-L-tyrosine

Preparation Products

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Fmoc-Tyr(tBu)-OH Suppliers

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View Lastest Price from Fmoc-Tyr(tBu)-OH manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Fmoc-L-Tyr(tBu)-OH 71989-38-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T
Release date
2023-12-11
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Fmoc-O-tert-butyl-L-tyrosine 71989-38-3
Price
US $0.00/Kg/Bag
Min. Order
10g
Purity
98%min
Supply Ability
100kgs
Release date
2021-10-15
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Fmoc-Tyr(tBu)-OH 71989-38-3
Price
US $0.00/gram
Min. Order
25gram
Purity
99% HPLC
Supply Ability
25 gram
Release date
2023-10-16

71989-38-3, Fmoc-Tyr(tBu)-OHRelated Search:

tert-Butyl methyl ether 4-tert-Butylphenol H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH L-Tyrosine 2-Butoxyethanol Buprofezin Butyl acetate TYROSINASE butyl rubber Fmoc-Aib-OH Cyhalofop-butyl 9-Fluorenylmethyl chloroformate PYRAZOPHOS tert-Butyldimethylsilyl chloride Methyl 4-tert-butylbenzoate tert-Butyl hydroperoxide Butyl acrylate Nalpha-Fmoc-L-tyrosine

  • FMOC-L-TYR(TBU)-OH(71989-38-3)
  • (2S)-3-[4-(tert-butoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
  • FMOC-L-TYROSINE(O-T-BUTYL)
  • 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)
  • Fmoc-Tyr(otbu)-OH
  • (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-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(TBU)-OH
  • 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-TYR(BUT)
  • FMOC-TYROSINE(TBU)-OH
  • FMOC-TYR(TBU)
  • FMOC-TYR(TBU)-OH
  • FMOC-TYR(TRT)-OH