60280-45-7

Basic information

• Product Name: BOC-MET(O2)-OH
• Synonyms: N-ALPHA-T-BUTOXYCARBONYL-L-METHIONINE SULFONE;N-ALPHA-TERT-BUTYLOXYCARBONYL-L-METHIONINESULFONE;N-ALPHA-T-BOC-L-METHIONINE-SULFONE;BOC-METHIONINE(O2)-OH;BOC-MET(O2)-OH;BOC-L-METHIONINE SULFONE;BOC-L-MET(O2)-OH;N-ALPHA-T-BYLOXYCARBONYL-L-METHIONINESULFON
• CAS NO: 60280-45-7
• Molecular Formula: C₁₀H₁₉NO₆S
• Molecular Weight: 281.33
• Mol File: 60280-45-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 523.408 °C at 760 mmHg
• Flash Point: 270.347 °C
• Appearance: /
• Density: 1.267
• Vapor Pressure: 2.34E-12mmHg at 25°C
• Refractive Index: 1.491
• Storage Temp.: Store at RT.
• CAS DataBase Reference: BOC-MET(O2)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-MET(O2)-OH(60280-45-7)
• EPA Substance Registry System: BOC-MET(O2)-OH(60280-45-7)

Safety Data

• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 60280-45-7(Hazardous Substances Data)

Usage

Description

BOC-MET(O2)-OH, also known as (S)-2-(tert-Butoxycarbonyl)-4-(methylsulfonyl)butanoic Acid, is a chemical compound with white to off-white powder properties. It is primarily used in the synthesis of ciliatamide A, a bioactive molecule with potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
BOC-MET(O2)-OH is used as a key intermediate for the synthesis of ciliatamide A, a compound with potential pharmaceutical applications. Its unique chemical structure allows for the development of new drugs targeting specific diseases and conditions.
Used in Chemical Synthesis:
BOC-MET(O2)-OH serves as a valuable building block in the synthesis of various organic compounds. Its reactivity and functional groups make it a versatile component in the creation of new molecules with diverse applications in different industries.
Used in Research and Development:
As a chemical compound with specific properties, BOC-MET(O2)-OH is utilized in research and development to explore its potential applications and understand its interactions with other molecules. This knowledge can lead to the discovery of new compounds and advancements in various scientific fields.

InChI:InChI=1/C10H19NO6S/c1-10(2,3)17-9(14)11-7(8(12)13)5-6-18(4,15)16/h7H,5-6H2,1-4H3,(H,11,14)(H,12,13)/t7-/m0/s1

Upstream product

• 7314-32-1 L-methionine sulfone 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2488-15-5 N-tert-butoxycarbonyl-L-methionine 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 

Downstream Products

• 1258542-72-1 (1R,2R)-1-(4-methylsulfonylphenyl)-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 1258542-74-3 (1R,2R)-1-phenyl-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 1258542-78-7 (1R,2S)-1-(4-nitrophenyl)-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 1258542-77-6 (1S,2R)-1-(4-nitrophenyl)-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 1258542-71-0 (1R,2R)-1-(4-nitrophenyl)-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 1258542-76-5 (1S,2S)-1-(4-nitrophenyl)-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 149861-83-6 1-((((7,7-dimethyl-2(S)-2(S)-((4-(1-tert-butoxycarbonyl)piperidinyl)amino)-4-(methylsulfonyl)butyramido)bicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 
• 148927-84-8 1-(((7,7-dimethyl-2(S)-(2(S)-(((-tert-butyloxycarbonyl)methyl)amino)-4-(methylsulfonyl)butyramido)bicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 
• 148927-81-5 1-((((7,7-dimethyl-2(S)-2(S)-(4-tetrahydrothiopyranylamino)-4-(methylsulfonyl)butyramido)bicyclo<2.2.1>heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine 
• 148927-60-0 L 368899 
• 1028284-42-5 [(E)-(S)-3-Benzenesulfonyl-1-(2-methanesulfonyl-ethyl)-allyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Metabolomics-Guided Discovery of Microginin Peptides from Cultures of the Cyanobacterium Microcystis aeruginosa

We report a mass-spectrometry-based metabolomics study of a laboratory-cultured strain of Microcystis aeruginosa (UTEX LB2385), which has led to the discovery of five peptides (1-5) belonging to the microginin class of linear cyanopeptides. The structures and configurations of these peptides were determined by spectroscopic analyses and chemical derivitization. The microginin peptides described herein are the first reported derivatives containing N-methyl methionine (1, 5) and N-methyl methionine sulfoxide (2-4). The two tripeptide microginin analogues (4, 5) identified represent the smallest members of this peptide family. Their angiotensin-converting enzyme (ACE) inhibitory activity was also investigated. Microginin 527 (4) was the most potent of the group, with an IC50 of 31 μM.

Resolution of the Confusion in the Assignments of Configuration for the Ciliatamides, Acylated Dipeptides from Marine Sponges

Direct comparison of authentic ciliatamide A with four synthetic isomers (1-4) by means of NMR and chiral-phase HPLC revealed that ciliatamide A possesses the 12R (d-N-MePhe residue) and 22S (l-Lys residue) configurations, which were not identical with either our previous assignment or those proposed by others through total synthesis. The absolute configuration of the methionine sulfoxide residue in ciliatamide D was also revised to be d.

The synthesis of precursors of labelled neuropeptides

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