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BOC-TOTA

CAS No.
194920-62-2
Chemical Name:
BOC-TOTA
Synonyms
N-BOC-4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE;tert-Butyl (3-(2-(2-(3-aMinopropoxy)ethoxy)ethoxy)propyl)carbaMate;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);BOC-1-AMINO-4,7,10-TRIOXA-13-TRIDECANAMINE
CBNumber:
CB8159917
Molecular Formula:
C15H32N2O5
Molecular Weight:
320.42
MDL Number:
MFCD04973133
MOL File:
194920-62-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08
Product description Number Pack Size Price
N-Boc-4,7,10-trioxa-1,13-tridecanediamine ≥95.0% (NT) 93113 1G $212
N-Boc-4,7,10-trioxa-1,13-tridecanediamine B6622 1G $68
Boc-1-amino-4,7,10-trioxa-13-tridecanamine Asreported 265555 500mg $375
Boc-1-amino-4,7,10-trioxa-13-tridecanamine Asreported 265555 1g $644
Boc-1-amino-4,7,10-trioxa-13-tridecanamine Asreported 265555 2g $911
More product size

BOC-TOTA Properties

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)
pka 12.66±0.46(Predicted)
form Oil
color Colourless
InChI 1S/C15H32N2O5/c1-15(2,3)22-14(18)17-7-5-9-20-11-13-21-12-10-19-8-4-6-16/h4-13,16H2,1-3H3,(H,17,18)
InChIKey WHHYAYNALHPDGJ-UHFFFAOYSA-N
SMILES NCCCOCCOCCOCCCNC(OC(C)(C)C)=O
UNSPSC Code 12352116
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280-P305+P351+P338-P321
PPE Eyeshields, Gloves
WGK Germany  3
10-34
HS Code  2924190090
Storage Class 10 - Combustible liquids

BOC-TOTA price More Price(82)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 93113 N-Boc-4,7,10-trioxa-1,13-tridecanediamine ≥95.0% (NT) 194920-62-2 1G $212 2026-04-30 Buy
TCI Chemical B6622 N-Boc-4,7,10-trioxa-1,13-tridecanediamine 194920-62-2 1G $68 2026-04-30 Buy
Usbiological 265555 Boc-1-amino-4,7,10-trioxa-13-tridecanamine Asreported 194920-62-2 500mg $375 2026-06-03 Buy
Usbiological 265555 Boc-1-amino-4,7,10-trioxa-13-tridecanamine Asreported 194920-62-2 1g $644 2026-06-03 Buy
Usbiological 265555 Boc-1-amino-4,7,10-trioxa-13-tridecanamine Asreported 194920-62-2 2g $911 2026-06-03 Buy
Product number Packaging Price Buy
93113 1G $212 Buy
B6622 1G $68 Buy
265555 500mg $375 Buy
265555 1g $644 Buy
265555 2g $911 Buy

BOC-TOTA Chemical Properties,Uses,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

4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE

4246-51-9

Di-tert-butyl dicarbonate

24424-99-5

BOC-TOTA

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

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View Lastest Price from BOC-TOTA manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
tert-butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate pictures 2026-07-24 tert-butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate
194920-62-2
1g 98% 1g/bottle, 10g/bottle, 100g/bottle XIAMEN SINOPEG BIOTECH CO., LTD.
N-Boc-C1-PEG3-C3-NH2 pictures 2026-07-15 N-Boc-C1-PEG3-C3-NH2
194920-62-2
10g TargetMol Chemicals Inc.

BOC-TOTA Spectrum

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 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 N-Boc-4,7,10-trioxa-1,13-tridecanediamine t-boc-N-amido-dPEG??-amine (QBD-10225) N-BOC-4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE tert-Butyl (3-(2-(2-(3-aMinopropoxy)ethoxy)ethoxy)propyl)carbaMate 194920-62-2 peg