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13726-67-5

13726-67-5

Identification

Synonyms:Boc-Asp-OH;N-(tert-Butoxycarbonyl)-L-aspartic acid;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:Usbiological
  • Product Description:Boc-Asp
  • Packaging:1g
  • Price:$ 245
  • Delivery:In stock
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  • Manufacture/Brand:Usbiological
  • Product Description:Boc-L-Asp-OH
  • Packaging:100g
  • Price:$ 372
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  • Manufacture/Brand:Usbiological
  • Product Description:Boc-Asp
  • Packaging:500mg
  • Price:$ 333
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  • Manufacture/Brand:TRC
  • Product Description:N-Boc-L-asparticAcid
  • Packaging:100g
  • Price:$ 415
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  • Manufacture/Brand:TCI Chemical
  • Product Description:N-(tert-Butoxycarbonyl)-L-aspartic Acid >98.0%(HPLC)(T)
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Boc-Asp-OH Novabiochem . CAS 13726-67-5, molar mass 233.22 g/mol., Novabiochem
  • Packaging:8530700025
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Boc-Asp-OH 99%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Boc-Asp-OH Novabiochem?
  • Packaging:100 g
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Boc-Asp-OH Novabiochem . CAS 13726-67-5, molar mass 233.22 g/mol., Novabiochem
  • Packaging:8530700100
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  • Manufacture/Brand:Sigma-Aldrich
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Relevant articles and documentsAll total 33 Articles be found

Synthesis of isotopically labelled amino acids

Rees, David O.,Bushby, Nick,Harding, John R.,Song, Chuanjun,Willis, Christine L.

, p. 399 - 401 (2007)

An efficient approach to the enantioselective synthesis of a series of amino acids from either bromoacetyl bromide or glycine is described using a [2,3]-sigmatropic rearrangement to establish the stereogenic centre at C-2 under mild conditions. Protected allylglycine 5 is a valuable building block to several amino acids e.g. hydrolytic cleavage of the auxiliary in 5 followed by deprotection gave L-allylglycine in 92% yield whilst oxidative cleavage of the terminal alkene followed by deprotection gave L-aspartic acid in 67% yield over the 2 steps. Furthermore alkene 5 may be converted to hydroxy ester 8 which is an intermediate for the synthesis of various amino acids including L-lysine and L-proline. Since the enantiomer of sultam 1 is commercially available, the analogous D-amino acids may be synthesised. This chemistry is readily adapted for the incorporation of isotopic labels for example for the synthesis of [1,2-13C2,15N]-L-homoserine 14. Copyright

Controlling the Architecture, Coordination, and Reactivity of Nanoparticle Coating Utilizing an Amino Acid Central Scaffold

Zhan, Naiqian,Palui, Goutam,Kapur, Anshika,Palomo, Valle,Dawson, Philip E.,Mattoussi, Hedi

, p. 16084 - 16097 (2015)

We have developed a versatile strategy to prepare a series of multicoordinating and multifunctional ligands optimized for the surface-functionalization of luminescent quantum dots (QDs) and gold nanoparticles (AuNPs) alike. Our chemical design relies on the modification of l-aspartic acid precursor to controllably combine, through simple peptide coupling chemistry, one or two lipoic acid (LA) groups and poly(ethylene glycol) (PEG) moieties in the same ligand. This route has provided two sets of modular ligands: (i) bis(LA)-PEG, which presents two lipoic acids (higher coordination) appended onto a single end-functionalized PEG, and (ii) LA-(PEG)2 made of two PEG moieties (higher branching, with various end reactive groups) appended onto a single lipoic acid. These ligands are combined with a new photoligation strategy to yield hydrophilic and reactive QDs that are colloidally stable over a broad range of conditions, including storage at nanomolar concentration and under ambient conditions. AuNPs capped with these ligands exhibit excellent stability in various biological conditions and improved resistance against NaCN digestion. This route also provides compact nanocrystals with tunable surface reactivity. As such, we have covalently coupled QDs capped with bis(LA)-PEG-COOH to transferrin to facilitate intracellular uptake. We have also characterized and quantified the coupling of dye-labeled peptides to QD surfaces using fluorescence resonance energy transfer interactions in QD-peptide-dye assemblies.

Magnesium/hydrazinium monoformate: A new hydrogenation method for removal of some commonly used protecting groups in peptide synthesis

Channe Gowda

, p. 311 - 313 (2002)

Removal of some commonly used protecting groups in peptide synthesis by catalytic transfer hydrogenation employing hydrazinium monoformate and magnesium is described. This method is equally competitive with other methods in deblocking most of the commonly used protecting groups in peptide synthesis. tert-Butyl derived and base labile protecting groups were completely stable under these conditions. The use of Mg/NH2-NH2·HCOOH makes this a rapid, low-cost alternative to palladium and reduces the work-up to a simple and extraction operation.

1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate: A Simple and Efficient Reagent for the tert-Butoxycarbonylation of Amines and Amino Acids

Barcelo, Gerard,Senet, Jean-Pierre,Sennyey, Gerard

, p. 3951 - 3953 (1985)

The reaction of 1-chloroalkyl carbonates with amines affords good yields of the corresponding carbamates.Application to the BOC protection of amino acids is described.

-

ElAmin,B. et al.

, p. 3442 - 3444 (1979)

-

Mechanically Strong Heterogeneous Catalysts via Immobilization of Powderous Catalysts to Porous Plastic Tablets

Li, Tingting,Xu, Bo

supporting information, p. 2673 - 2678 (2021/08/03)

Main observation and conclusion: We describe a practical and general protocol for immobilization of heterogeneous catalysts to mechanically robust porous ultra-high molecular weight polyethylene tablets using inter-facial Lifshitz-van der Waals Interactions. Diverse types of powderous catalysts, including Cu, Pd/C, Pd/Al2O3, Pt/C, and Rh/C have been immobilized successfully. The immobilized catalysts are mechanistically robust towards stirring in solutions, and they worked well in diverse synthetic reactions. The immobilized catalyst tablets are easy to handle and reused. Moreover, the metal leaching of immobilized catalysts was reduced significantly.

Easy-handling and low-leaching heterogeneous palladium and platinum catalysts via coating with a silicone elastomer

Zhou, Mi,Li, Tingting,Xu, Bo

supporting information, p. 948 - 952 (2019/03/08)

We have developed a practical protocol for coating of commercial Pd/Al2O3 and Pt/Al2O3 catalysts in micro-powders with a silicone elastomer. Compared to original catalysts, the treated catalysts are easier to weight and transfer, and they are easier to recover by simple filtration. More importantly, the metal leaching of treated catalysts was significantly reduced. The treated catalysts worked very well in diverse hydrogenation reactions.

CONTROLLING THE ARCHITECTURE, COORDINATION, AND REACTIVITY OF NANOPARTICLE COATING UTILIZING AN AMINO ACID CENTRAL SCAFFOLD

-

Paragraph 0203-0204, (2017/07/06)

A series of multicoordinating and multifunctional ligands optimized for the surface-functionalization of luminescent quantum dots (QDs) and gold nanoparticles (AuNPs) alike is disclosed. An L-aspartic acid precursor is modified with functionality, through simple peptide coupling chemistry, one or two lipoic acid (LA) groups and poly(ethylene glycol) (PEG) moieties in the same ligand. These ligands were combined with a new photoligation strategy to yield hydrophilic and reactive QDs that are colloidally stable over a broad range of conditions, including storage at nanomolar concentration and under ambient conditions.

New reagent for the introduction of Boc protecting group to amines: Boc-OASUD

Maheswara Rao, B. Leela,Nowshuddin, Shaik,Jha, Anjali,Divi, Murali K.,Rao

supporting information, p. 2127 - 2132 (2017/10/31)

A new reagent, tert-butyl (2,4-dioxo-3-azaspiro [5,5] undecan-3-yl) carbonate (Boc-OASUD) for the preparation of N-Boc-amino acids is described. The Boc-OASUD reacts with amino acids and their esters at room temperature in the presence of a base and gives N-Boc-amino acids and their esters in good yields and purity. Introduction of the Boc group takes place without racemization. The Boc-OASUD, being a solid and more stable, is a better alternative to di-tert-butyl dicarbonate which is low melting and has to be dispensed in plastic containers than glass because of its poor stability.

Morphological control of self-assembled multivalent (SAMul) heparin binding in highly competitive media

Rodrigo, Ana C.,Bromfield, Stephen M.,Laurini, Erik,Posocco, Paola,Pricl, Sabrina,Smith, David K.

supporting information, p. 6335 - 6338 (2017/07/11)

Tuning molecular structures of self-assembling multivalent (SAMul) dendritic cationic lipopeptides controls the self-assembled morphology. In buffer, spherical micelles formed by higher generation systems bind polyanionic heparin better than worm-like micelles formed by lower generation systems. In human serum, the binding of spherical micelles to heparin is adversely affected, while worm-like micelles maintain their relative binding ability.

Process route upstream and downstream products

Process route

BOC-asn-PNP
1043921-06-7

BOC-asn-PNP

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With (S)-2-Octanol; borate buffer; water; Bis-2-octyl sodium sulphosuccinate; 1H-imidazole; In n-heptane; at 25 ℃; Rate constant; kL; pH= 8.0; other racemic or chiral surfactant and cosurfactants and other proportions of water and surfactant;
BOC-asn-PNP

BOC-asn-PNP

N<sup>α</sup>-(tert-butyloxycarbonyl)-D-aspartic acid
13726-67-5,62396-48-9,120341-32-4

Nα-(tert-butyloxycarbonyl)-D-aspartic acid

Conditions
Conditions Yield
With (S)-2-Octanol; borate buffer; water; Bis-2-octyl sodium sulphosuccinate; 1H-imidazole; In n-heptane; at 25 ℃; Rate constant; kD; pH= 8.0; other racemic or chiral surfactant and cosurfactants and other proportions of water and surfactant;
N<sup>α</sup>,N<sup>ca</sup>-di-tert-butyloxycarbonylasparagine
98115-12-9

Nα,Nca-di-tert-butyloxycarbonylasparagine

tert-butyl carbazate
4248-19-5

tert-butyl carbazate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With sodium hydroxide;
BOC-L-aspartic acid 4-benzyl ester
7536-58-5,98482-77-0

BOC-L-aspartic acid 4-benzyl ester

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With magnesium; hydrazinium monoformate; In methanol; at 25 ℃; for 1h;
95%
With hydrogen; In ethanol; at 20 ℃; for 4h; under 760.051 Torr; Schlenk technique;
93%
With hydrogen; In ethanol; for 1h;
80%
With hydrogen; In ethanol; at 20 ℃; for 3h; under 760.051 Torr;
80%
With formic acid; palladium; In methanol;
With formic acid; palladium on activated charcoal; In methanol; at 20 ℃; for 0.0833333h;
With sodium hydroxide; In methanol; dichloromethane; at 20 ℃; for 0.166667h;
Multi-step reaction with 2 steps
1: 80 percent
2: H2 / ethyl acetate
With hydrogen; In ethyl acetate;
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; Cooling with ice;
85%
L-Aspartic acid; With sodium hydroxide; In 1,4-dioxane; water;
di-tert-butyl dicarbonate; In 1,4-dioxane; water; at 20 ℃;
85%
With sodium hydroxide; In 1,4-dioxane; water; at 10 - 20 ℃;
78%
With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 5h;
76.5%
With sodium hydroxide; In water;
With sodium hydroxide; In tetrahydrofuran; at 20 ℃;
With sodium carbonate; In water; at 20 ℃; for 24h;
With sodium hydroxide; In 1,4-dioxane; water; at 5 - 25 ℃; for 4h; Inert atmosphere;
L-Aspartic acid; With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 0.5h;
di-tert-butyl dicarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 18h;
tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate

tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With sodium hydroxide; In water; acetonitrile; at 25 ℃; for 15h;
80%
1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate
98015-52-2

1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 6h;
60%
With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 24h;
60%
With triethylamine; In 1,4-dioxane; water;
60%
Boc-β-3-picolyl-L-aspartic acid
116596-40-8

Boc-β-3-picolyl-L-aspartic acid

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In water; acetic acid; for 0.5h;
100%
Boc-Asp(O-cyclohexyl)-OH
73821-95-1

Boc-Asp(O-cyclohexyl)-OH

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With magnesium; hydrazinium monoformate; In methanol; at 25 ℃; for 2h;
93%
<p-(t-butoxycarbonyloxy)phenyl>dimethylsulfonium methylsulfate

dimethylsulfonium methylsulfate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
Conditions Yield
With triethylamine; In water; Ambient temperature;
75%

Global suppliers and manufacturers

Global( 112) Suppliers
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:56
  • Country:China (Mainland)
  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:emmahu@up-bio.com
  • Main Products:88
  • Country:China (Mainland)
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