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

Chemical Properties

White solid

Uses

An aspartic acid derivative, Boc-Asp-OtBu can be used in stereoselective synthesis

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

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

Downstream Products

• 885020-49-5 1-tert-butyl 4-{(2Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-(3,4-difluorophenyl)-2-[4-(methylsulfonyl)phenyl]but-2-en-1-yl} N-(tert-butoxycarbonyl)aspartate 
• 174464-16-5 tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-4-(2-methoxyphenyl)-4-oxobutanoate 
• 174464-15-4 tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-4-(4-methoxyphenyl)-4-oxobutanoate 
• 197159-58-3 (S)-α-tert-butoxycarbonylamino-β-(2-p-chlorophenyl-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester 
• 197159-70-9 (S)-α-tert-butoxycarbonylamino-β-(2-methylsulfonyl-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester 
• 197159-55-0 (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl 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.

Improved enantioselective gram scale synthesis route to N-Fmoc-protected monofluoroethylglycine

Fluorine, as a substituent in amino acids, has found its way into peptide and protein engineering. The basis for the use of this valuable tool is the synthetic accessibility of various fluorinated amino acids as building blocks of peptides and proteins. In this context, we present a straightforward eight-step synthesis of N-Fmoc-L-monofluoroethylglycine (MfeGly) via homoserine (Hse) as intermediate and using various nucleophilic fluorination strategies.

COMPLEX

PROBLEM TO BE SOLVED: To provide a substance that can be used in a simple quantitative method for desmosines. SOLUTION: In the complex of the present invention, desmosine is bound to a protein directly or via a linking group at the side chain terminal of the 4-position of the pyridine ring of desmosine. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

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.