194920-62-2

Basic information

• Product Name: BOC-TOTA
• Synonyms: 1-(T-BUTYLOXYCARBONYL-AMINO)-4,7,10-TRIOXA-13-TRIDECANAMINE;1-(TERT-BUTYLOXYCARBONYL-AMINO)-4,7,10-TRIOXA-13-TRIDECANAMINE;3-[2-(2-(3-(BOC-AMINO)PROPYLOXY)ETHOXY)ETHOXY]PROPYLAMINE;BOC-TOTA;BOC-1-AMINO-4,7,10-TRIOXA-13-TRIDECANAMINE;N-BOC-4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE;tert-Butyl (3-(2-(2-(3-aMinopropoxy)ethoxy)ethoxy)propyl)carbaMate;N-Boc-4,7,10-trioxa-1,13-tridecanediamine >=95.0% (NT)
• CAS NO: 194920-62-2
• Molecular Formula: C₁₅H₃₂N₂O₅
• Molecular Weight: 320.42
• Mol File: 194920-62-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 432.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.035 g/mL at 20 °C
• Storage Temp.: Store at?0-5°C
• Solubility: Chloroform, Ethyl Acetate (Slightly)
• PKA: 12.66±0.46(Predicted)
• CAS DataBase Reference: BOC-TOTA(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-TOTA(194920-62-2)
• EPA Substance Registry System: BOC-TOTA(194920-62-2)

Safety Data

• WGK Germany: 3
• F: 10-34
• Hazardous Substances Data: 194920-62-2(Hazardous Substances Data)

Usage

Description

Boc-TOTA is a linker containing an amino group with a Boc-protected amino group. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The Boc group can be deprotected under mild acidic conditions to form the free amine.

Uses

Different sources of media describe the Uses of 194920-62-2 differently. You can refer to the following data:
1. tert-Butyl (3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)carbamate is used as a reactant in the synthesis of gallium-labeled PET imaging agents for CXCR4 for potential cancer diagnosis.
2. Protected linker.

Upstream product

• 4246-51-9 4,7,10-trioxa-1,13-diaminotridecane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 871487-56-8 2-nitro-1,4-di[1-(13-tert-butoxycarbonylamino-4,7,10-trioxatridecanylaminocarbonyloxy)ethyl]benzene 

Downstream Products

• 454445-43-3 {3-nitro-5-[3-(2-{2-[3-(t-Boc-amino)propoxy]ethoxy}ethoxy)propylaminocarbonyl]phenyl}-α-D-galactopyranoside 
• 801239-74-7 3-[(3-{2-[2-(3-tert-butoxycarbonylamino-propoxy)-ethoxy]-ethoxy}-propylamino)-methyl]-4-fluoro-benzoic acid tert-butyl ester 
• 871487-56-8 2-nitro-1,4-di[1-(13-tert-butoxycarbonylamino-4,7,10-trioxatridecanylaminocarbonyloxy)ethyl]benzene 
• 206265-92-1 N-(3-(2-(2-(3-((tert-butoxy)carbonylamino)propoxy)ethoxy)ethoxy)propyl)-5-(5-(5-(4,6-diphenyl(2-pyridyloxy))-1,1-dimethylpentyl)-1,2,3,4-tetrazolyl)pentanamide 
• 206265-88-5 N-(3-(2-(2-(3-((tert-Butoxy)carbonylamino)propoxy)ethoxy)ethoxy)propyl)-5-(4-(5-(4,6-diphenyl(2-pyridyloxy))-1,1-dimethylpentyl)(1,2,3,5-tetraazolyl))pentanamide 
• 206266-11-7 Methyl 3-(6-(3-(N-(3-(2-(2-(3-((tert-Butoxy)carbonylamino)propoxy)ethoxy)ethoxy)propyl)-carbamoyl)propoxy)2-(5-(4,6-diphenyl(2-pyridyloxy))pentyloxy)phenyl)propanoate 
• 1224728-10-2 tert-butyl (1-(4-(chloromethyl)phenyl)-1-oxo-6,9,12-trioxa-2-azapentadecan-15-yl)carbamate 
• 1354746-89-6 C₃₆H₄₂N₂O₁₁ 
• 1255956-21-8 Fmoc-L-Glu(NHCH₂(CH₂CH₂O)3(CH₂)3NHBoc)-OBn 
• 1383627-51-7 C₄₂H₅₃N₇O₅S 
• 183896-00-6 N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide 
• 1566605-92-2 C₂₃H₃₈N₂O₆ 
• 1456896-91-5 C₂₃H₃₈N₂O₇ 
• 1566605-75-1 C₅₁H₈₉N₇O₁₈ 

Relevant articles and documents

Flow-mediated synthesis of Boc, Fmoc, and Dd iv monoprotected diamines

A series of monoprotected aliphatic diamines (21 examples) were synthesized via continuous flow methods. The carbamates and enamines were obtained in 45-91% yields using a 0.5 mm diameter PTFE tubular flow reactor. Using readily accessible protecting group precursors, the procedure serves as an attractive alternative to existing batch-mode synthetic routes by providing direct, multigram access to N-Boc-, N-Fmoc-, and N-Ddiv-protected compounds with productivity indexes of 1.2-3.6 g/h.

Synthesis of a new hydrophilic o-nitrobenzyl photocleavable linker suitable for use in chemical proteomics

Linkers currently used in solid phase synthesis are generally short and hydrophobic, limiting their usefulness in biological systems. Herein, we describe a facile synthesis of a long, hydrophilic, o-nitrobenzyl photocleavable linker, suitable for construc