34582-32-6

Basic information

• Product Name: Boc-Asp-OtBu
• Synonyms: N-[[(tert-Butyl)oxy]carbonyl]-L-aspartic acid 4-(tert-butyl) ester;(2S)-2-(tert-Butoxycarbonylamino)succinic acid 1-tert-butyl ester;N-(tert-Butoxycarbonyl)-L-aspartic acid 1-tert-butyl ester;N-tert-Butoxycarbonyl-L-aspartic acid 1-tert-butyl ester;5-BOC-Asp-Ot Bu;N-tert-Boc-L-aspartic Acid tert-Butyl Ester;N-(tert-Butoxycarbonyl)aspartic Acid α-tert-Butyl Ester;N-[(1,1-DiMethylethoxy)carbonyl]-L-aspartic Acid 1-(1,1-DiMethylethyl) Ester
• CAS NO: 34582-32-6
• Molecular Formula: C₁₃H₂₃NO₆
• Molecular Weight: 289.32
• EINECS: 1592732-453-0
• Product Categories: Amino Acids & Derivatives;Chiral Reagents;Inhibitors;Amino Acid Derivatives;Aspartic acid [Asp, D];Boc-Amino Acids and Derivative
• Mol File: 34582-32-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 101-103?C
• Boiling Point: 429.011 °C at 760 mmHg
• Flash Point: 213.259 °C
• Appearance: White/Powder
• Density: 1.139
• Vapor Pressure: 1.46E-08mmHg at 25°C
• Refractive Index: 1.47
• Storage Temp.: -15°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.13±0.19(Predicted)
• BRN: 4191701
• CAS DataBase Reference: Boc-Asp-OtBu(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Asp-OtBu(34582-32-6)
• EPA Substance Registry System: Boc-Asp-OtBu(34582-32-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 34582-32-6(Hazardous Substances Data)

Usage

Description

Boc-Asp-OtBu, an aspartic acid derivative, is a white solid with unique chemical properties that make it suitable for various applications in different industries. It is a valuable compound in the field of chemistry and pharmaceuticals due to its stereoselective synthesis capabilities.

Uses

Used in Pharmaceutical Industry:
Boc-Asp-OtBu is used as a building block for the synthesis of various pharmaceutical compounds. Its stereoselective synthesis properties allow for the creation of specific drug molecules with desired chiral configurations, which can significantly impact the effectiveness and safety of the final product.
Used in Chemical Synthesis:
In the chemical synthesis industry, Boc-Asp-OtBu is used as a key intermediate in the production of various chemical compounds. Its unique properties enable the development of new materials with specific characteristics, such as improved stability or enhanced reactivity.
Used in Research and Development:
Boc-Asp-OtBu is also utilized in research and development settings, where it serves as a valuable tool for studying the properties and behavior of aspartic acid derivatives. This knowledge can be applied to the design and development of new drugs, materials, and other chemical products.

InChI:InChI=1/C13H23NO6/c1-12(2,3)19-10(17)8(7-9(15)16)14-11(18)20-13(4,5)6/h8H,7H2,1-6H3,(H,14,18)(H,15,16)/t8-/m0/s1

Upstream product

• 126181-44-0 2-Amino-succinic acid 1-tert-butyl ester 4-methyl ester 
• 80963-08-2 N-tert-butoxycarbonyl-L-aspartic acid β-benzyl α-tert-butyl diester 
• 34582-31-5 1-tert-butyl 4-methyl (S)-2-{[(tert-butoxy)carbonyl]amino}butanedioate 
• 59768-74-0 (S)-2-t-butoxycarbonylaminosuccinic acid 4-methyl ester 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 94347-11-2 4-benzyl 1-t-butyl L-aspartate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 540-88-5 acetic acid tert-butyl ester 
• 104072-49-3 L-aspartic acid α-t-butyl β-methyl diester 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 

Downstream Products

• 132018-90-7 N-Boc-L-aspartic acid α-tert-butyl β-6-nitroveratryl diester 
• 81323-58-2 N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester 
• 269733-15-5 (S)-5-tert-Butoxycarbonylamino-2-(triphenylphosphoranylidene)-3-oxohexanedioic acid di-tert-butyl ester 
• 2387-23-7 1,3-Dicyclohexylurea 
• 186534-36-1 Asparic acid 2-hydroxyethylthioethyl ester 
• 592532-11-1 4-(4-benzyloxycarbonylamino-4-methoxycarbonyl-butyrylperoxy)-2-tert-butoxycarbonylamino-4-oxo-butyric acid tert-butyl ester 
• 592532-10-0 4-(4-benzyloxycarbonyl-4-benzyloxycarbonylamino-butyrylperoxy)-2-tert-butoxycarbonylamino-4-oxo-butyric acid tert-butyl ester 
• 163210-89-7 tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate 
• 653589-10-7 1,2-di-tert-butyl (2S)-4,6-dioxopiperidine-1,2-dicarboxylate 
• 874770-90-8 2-tert-butoxycarbonylamino-succinic acid 1-tert-butyl ester 4-[6-methoxy-2-(4-methoxy-phenyl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester 

Relevant articles and documents

Synthesis of meta-Carboranyl-(S)-homocysteine Sulfoxide

New (S)-homocysteine derivatives containing a meta-carborane fragment were synthesized. m-Carboranyl-(S)-homocysteine sulfoxide was obtained as a mixture of diastereoisomers. The reduction of the side-chain carboxy group of N-tert-butoxycarbonyl-(S)-aspartic acid α-tert-butyl ester with sodium tetrahydridoborate was not accompanied by racemization.

Stereoselective Synthesis of Protected l - Allo -Enduracididine and l -Enduracididine via Asymmetric Nitroaldol Reaction

The diastereoselecetive and scalable synthesis of cyclic guanidine-containing nonproteinoginic amino acids, enduracididines, has been achieved. Both diastereomers, l - allo -enduracididine and l -enduracididine, were prepared via catalyst-controlled asymmetric nitroaldol reaction with the aldehyde precursor derived from l -aspartic acid. The cyclic guanidine of di-Cbz-protected l - allo -enduracididine was fully protected with an allyl group to suppress nucleophilic side reactions. Introduced allyl group was efficiently removed via π-allylpalladium chemistry without attaching the Cbz group on the cyclic guanidine moiety.

Process for preparing deuterated desmosine and derivatives thereof

There is provided a process for preparing a compound represented by the following general formula (1) or a salt thereof, which comprises exchanging one or more of an amino proton in a compound represented by the following general formula (2) or a salt thereof to deuterium, and after the exchanging, converting a deuterium-exchanged compound of the compound represented by the general formula (2) or a salt thereof into the compound represented by the general formula (1) or a salt thereof: wherein, in the general formula (1), one, or two or more of hydrogen atom may be substituted with their isotope; and in the general formula (2), each of R1 is independently hydrogen atom, tert-butyloxycarbonyl group or benzyloxycarbonyl group, and R2 is independently tert-butyl group, benzyl group, methyl group or ethyl group.

Palladium-Catalyzed Suzuki-Miyaura Reactions of Aspartic Acid Derived Phenyl Esters

Transition-metal-catalyzed transformations of amino acids and peptides could provide a powerful method for their site-selective modification. Here, we report non-decarbonylative Pd-catalyzed Suzuki-Miyaura reactions of phenyl ester derivatives of aspartic acid to form aryl-amino ketones. These products are potentially important in the synthesis of pharmaceuticals, and our methodology represents a new route to access molecules of this type.