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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
Molecular Weight:
459.53
MDL Number:
MFCD08059708
MOL File:
71989-38-3.mol
MSDS File:
SDS
Last updated:2023-12-11 16:06:43

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)  GHS hazard pictograms
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(62)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 25g $90.1 2024-03-01 Buy
Sigma-Aldrich 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 100g $326 2024-03-01 Buy
Sigma-Aldrich 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 250g $687 2024-03-01 Buy
Sigma-Aldrich 8.52020 Fmoc-Tyr(tBu)-OH Novabiochem? 71989-38-3 1kg $2360 2024-03-01 Buy
Sigma-Aldrich 47623 Fmoc-Tyr(tBu)-OH ≥98.0% (HPLC) 71989-38-3 10g $65.9 2024-03-01 Buy
Product number Packaging Price Buy
8.52020 25g $90.1 Buy
8.52020 100g $326 Buy
8.52020 250g $687 Buy
8.52020 1kg $2360 Buy
47623 10g $65.9 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.

60-18-4
71989-38-3
Synthesis of Fmoc-Tyr(tBu)-OH from L-Tyrosine

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

Global( 472)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan senwayer century chemical Co.,Ltd
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Chengdu Baishixing Science and Technology Industry Co.,Ltd
+86-15008457246 +86-15008457246 yuki@cd-bsx.com China 53 58
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career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Jinan Carbotang Biotech Co.,Ltd.
+8615866703830 figo.gao@foxmail.com China 6992 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fmoc-O-tert-butyl-L-tyrosine pictures 2024-04-19 Fmoc-O-tert-butyl-L-tyrosine
71989-38-3
US $5.00 / kg 1kg ≥98% 500mt/year Jinan Finer Chemical Co., Ltd
Fmoc-L-Tyr(tBu)-OH pictures 2024-04-18 Fmoc-L-Tyr(tBu)-OH
71989-38-3
US $0.00-0.00 / kg 1kg 98% 1T Sichuan HongRi Pharma-Tech Co.,Ltd
Fmoc-Tyr(tBu)-OH pictures 2023-11-27 Fmoc-Tyr(tBu)-OH
71989-38-3
US $0.00 / gram 25gram 99% HPLC 25 gram Wuhan Senwayer Century Chemical Co.,Ltd
  • Fmoc-Tyr(tBu)-OH pictures
  • Fmoc-Tyr(tBu)-OH
    71989-38-3
  • US $0.00 / gram
  • 99% HPLC
  • Wuhan Senwayer Century Chemical Co.,Ltd
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