ChemicalBook > CAS DataBase List > BOC-TOTA

BOC-TOTA

Product Name
BOC-TOTA
CAS No.
194920-62-2
Chemical Name
BOC-TOTA
Synonyms
BOC-TOTA;CAS_194920-62-2;BOC-AMINO-PEG3-AMINE;N-Boc-C1-PEG3-C3-NH2;t-boc-N-amido-dPEG??-amine;t-BocNHCH2-PEG3-CH2CH2CH2NH2;t-boc-N-amido-dPEG??-amine (QBD-10225);N-BOC-4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE;BOC-1-AMINO-4,7,10-TRIOXA-13-TRIDECANAMINE;N-Boc-4,7,10-trioxa-1,13-tridecanediamine
CBNumber
CB8159917
Molecular Formula
C15H32N2O5
Formula Weight
320.42
MOL File
194920-62-2.mol
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BOC-TOTA Property

Boiling point:
432.4±35.0 °C(Predicted)
Density 
1.035 g/mL at 20 °C
storage temp. 
2-8°C
solubility 
Chloroform, Ethyl Acetate (Slightly)
form 
Oil
pka
12.66±0.46(Predicted)
color 
Colourless
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Safety

WGK Germany 
3
10-34
HS Code 
2924190090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
93113
Product name
N-Boc-4,7,10-trioxa-1,13-tridecanediamine
Purity
≥95.0% (NT)
Packaging
1G
Price
$199
Updated
2025/07/31
TCI Chemical
Product number
B6622
Product name
N-Boc-4,7,10-trioxa-1,13-tridecanediamine
Packaging
1G
Price
$96
Updated
2025/07/31
TRC
Product number
T117535
Product name
tert-Butyl(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)carbamate
Packaging
1g
Price
$115
Updated
2021/12/16
Iris Biotech GmbH
Product number
BNN1028
Product name
Boc-TOTA
Packaging
1g
Price
$135
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50423
Product name
Boc-1-amino-4,7,10-trioxa-13-tridecanamine
Packaging
1g
Price
$150
Updated
2021/12/16
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BOC-TOTA Chemical Properties,Usage,Production

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

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.

Uses

Protected linker.

reaction suitability

reagent type: cross-linking reagent

Synthesis

4246-51-9

24424-99-5

194920-62-2

GENERAL STEPS: A solution of di-tert-butyl dicarbonate (1.99 g, 9.12 mmol) in dichloromethane (55 mL + 5 mL of rinse solution) was slowly added dropwise through the addition funnel to a solution of 4,7,10-trioxo-1,13-tridecanediamine (20 mL, 91.2 mmol) in dichloromethane (100 mL) at 0°C. The reaction mixture was gradually warmed to room temperature and stirred for 3 hours. After the dropwise addition, the reaction mixture was gradually warmed up to room temperature and stirring was continued for 3 hours. Upon completion of the reaction, the reaction was quenched with deionized water (100 mL). The organic and aqueous phases were separated, and the organic phase was washed sequentially with deionized water (3×50 mL) and saturated saline (50 mL), dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to afford N-BOC-4,7,10-trioxa-1,13-tridecanediamine (2.571 g, 88% yield) as a colorless liquid. Thin layer chromatography (TLC) analysis: Rf = 0.14 (Expanding agent: 10% methanol, 0.5% ammonia in dichloromethane solution).1H-NMR (CDCl3, 400 MHz) data: δ 5.10 (broad single peak, 1H), 3.51-3.64 (multiple peaks, 12H), 3.61 (single peak, 4H), 3.21 (multiple peaks, 2H), 2.79 (triple peak, J = 6.7 Hz, 1H), 1.77-1.68 (multiple peaks, 4H), 1.42 (single peak, 9H) ppm.

IC 50

PEGs

References

[1] Chemical Communications, 2010, vol. 46, # 39, p. 7403 - 7405
[2] Bioconjugate Chemistry, 2013, vol. 24, # 12, p. 2058 - 2066
[3] Journal of the American Chemical Society, 2000, vol. 122, # 11, p. 2663 - 2664
[4] Angewandte Chemie - International Edition, 2007, vol. 46, # 11, p. 1798 - 1802
[5] European Journal of Organic Chemistry, 2004, # 9, p. 1983 - 2001

BOC-TOTA Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from BOC-TOTA manufacturers

XIAMEN SINOPEG BIOTECH CO., LTD.
Product
tert-butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate 194920-62-2
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%
Supply Ability
1g/bottle, 10g/bottle, 100g/bottle
Release date
2025-09-12

194920-62-2, BOC-TOTARelated Search:


  • 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 >=95.0% (NT)
  • tert-butyl N-[3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propyl]carbamate
  • tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy) 194920-62-2
  • N-BOC-4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE
  • tert-Butyl (3-(2-(2-(3-aMinopropoxy)ethoxy)ethoxy)propyl)carbaMate
  • CAS_194920-62-2
  • t-BocNHCH2-PEG3-CH2CH2CH2NH2
  • BOC-AMINO-PEG3-AMINE
  • 6,9,12-Trioxa-2-azapentadecanoic acid, 15-amino-, 1,1-dimethylethyl ester
  • t-boc-N-amido-dPEG??-amine
  • N-Boc-C1-PEG3-C3-NH2
  • <i>N</i>-Boc-4,7,10-trioxa-1,13-tridecanediamine
  • t-boc-N-amido-dPEG??-amine (QBD-10225)
  • 194920-62-2
  • peg