Fmoc-Tyr(tBu)-OH
![Fmoc-Tyr(tBu)-OH Structure](CAS/GIF/71989-38-3.gif)
- 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
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 |
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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 |
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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 |
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
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
TEADUS PHARMA PRIVATE LIMITED | +91-9740077663 +91-9740077663 | Telangana, India | 242 | 58 | Inquiry |
SV CHEM INTERMEDITES PRIVATE LIMITED | +91-9940629423 +91-9940629423 | Tamil Nadu, India | 202 | 58 | Inquiry |
JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
Globe Chemie | +91 (20) 3230-9500 | New Delhi, India | 294 | 50 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
Sisco Research Laboratories Pvt. Ltd. | +91-22-4268 5800 | Mumbai, India | 4317 | 58 | Inquiry |
Supplier | Advantage |
---|---|
TEADUS PHARMA PRIVATE LIMITED | 58 |
SV CHEM INTERMEDITES PRIVATE LIMITED | 58 |
JSK Chemicals | 58 |
Globe Chemie | 50 |
CLEARSYNTH LABS LTD. | 58 |
CHEMSWORTH | 30 |
A.J Chemicals | 58 |
Otto Chemie Pvt. Ltd. | 58 |
TCI Chemicals (India) Pvt. Ltd. | 58 |
Sisco Research Laboratories Pvt. Ltd. | 58 |