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
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
Safety
- WGK Germany
- 3
- F
- 10-34
- HS Code
- 2924190090
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).
N-Bromosuccinimide Price
- 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
- Product number
- B6622
- Product name
- N-Boc-4,7,10-trioxa-1,13-tridecanediamine
- Packaging
- 1G
- Price
- $96
- Updated
- 2025/07/31
- Product number
- T117535
- Product name
- tert-Butyl(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)carbamate
- Packaging
- 1g
- Price
- $115
- Updated
- 2021/12/16
- Product number
- BNN1028
- Product name
- Boc-TOTA
- Packaging
- 1g
- Price
- $135
- Updated
- 2021/12/16
- Product number
- FB50423
- Product name
- Boc-1-amino-4,7,10-trioxa-13-tridecanamine
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
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
- 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