161370-66-7

Basic information

• Product Name: (S)-N-Boc-γ-Iodo-Abu-OtBu
• Synonyms: (S)-N-Boc-γ-Iodo-Abu-OtBu
• CAS NO: 161370-66-7
• Molecular Formula: C13H24INO4
• Molecular Weight: 385.242
• Mol File: 161370-66-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (S)-N-Boc-γ-Iodo-Abu-OtBu(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-Boc-γ-Iodo-Abu-OtBu(161370-66-7)
• EPA Substance Registry System: (S)-N-Boc-γ-Iodo-Abu-OtBu(161370-66-7)

Safety Data

• Hazardous Substances Data: 161370-66-7(Hazardous Substances Data)

Usage

General Description

(S)-N-Boc-γ-Iodo-Abu-OtBu is a chemical compound with the molecular formula C16H28INO4. It is a derivative of the amino acid alanine, containing a Boc (tert-butoxycarbonyl) protecting group on the nitrogen atom and an iodo substituent on the gamma carbon. It also contains an OtBu (tert-butyloxycarbonyl) protecting group on the carboxylic acid functionality. (S)-N-Boc-γ-Iodo-Abu-OtBu is commonly used in organic synthesis as a building block for the creation of more complex molecules. It is important to handle it with care, as it is a potentially hazardous material and should only be used by trained professionals in a controlled laboratory environment.

Upstream product

• 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 
• 34582-32-6 N-tert-butoxycarbonyl aspartic acid tert-butyl ester 
• 81323-58-2 N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester 
• 168264-01-5 tert-butyl (2S)-2-(tert-butoxycarbonylamino)-4-(methanesulfonyloxy)butanoate 

Downstream Products

• 129740-14-3 tert-butyl (2S)-azetidine-2-carboxylate 

Relevant articles and documents

Synthesis and structure-activity relationships of a novel antifungal agent, azoxybacilin

A new antifungal substance, azoxybacilin (an unusual amino acid with an azoxy moiety) and its derivatives have been synthesized from Boc-L-Asp-O(t)Bu utilizing the Moss procedure for the preparation of the azoxy moiety. The ester derivative, Ro 09-1824, showed more potent antifungal activity and a broader antifungal spectrum than azoxybacilin did.

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

Synthesis of desmosine-d4: Improvement of isotopic purity by D-H exchange of amino groups

Desmosine is a crosslinking pyridinium amino acid of elastin, which is a useful biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD) by LC–MS/MS analysis. We previously reported a synthesis of desmosine-d4, which is useful as an internal standard for quantitative LC–MS/MS analysis of desmosines, by deuterogenation of an alkyne group; however, the isotopic purity of the desmosine-d4was only ca. 50%. The present report describes a new synthesis of desmosine-d4that improves the isotopic purity to ca. 90% by exchanging the protons of the amino groups to deuterium using deuterogenation.