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Chemical Structure| 62573-11-9 Chemical Structure| 62573-11-9
Chemical Structure| 62573-11-9

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Tos-PEG9 is a 9-unit PEG derivative containing a tosyl group. It is commonly used in bioconjugation reactions and in the synthesis of PEGylated compounds.

Synonyms: Peg10-ots

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Product Details of Tos-PEG9

CAS No. :62573-11-9
Formula : C25H44O12S
M.W : 568.67
SMILES Code : CC1=CC=C(S(=O)(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)=O)C=C1
Synonyms :
Peg10-ots
MDL No. :MFCD27977527
Boiling Point : No data available
InChI Key :IJODQQRFMNRBNF-UHFFFAOYSA-N
Pubchem ID :20394899

Safety of Tos-PEG9

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of Tos-PEG9

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 62573-11-9 ]

[ 62573-11-9 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 3386-18-3 ]
  • [ 98-59-9 ]
  • [ 62573-11-9 ]
YieldReaction ConditionsOperation in experiment
69% With sodium hydroxide; In tetrahydrofuran; at 20℃; for 12h; Nonaethylene glycol(1 g, 2.4 mmol, 1 eq, Leap Labchem)And 5N sodium hydroxide (0.72 ml, 3.6 mmol, 0.75 eq) in a round flask,Tetrahydrofuran 12 mlP-Toluenesulfonyl chloride (0.342 mg, 1.8 mmol, 0.75 eq, TCI)It was slowly added at room temperature and stirred for 12 hours.Then, after extracting with dichloromethane and distilled water,The dichloromethane layer was dehydrated with magnesium sulfate and filtered to obtain transparent liquid particles through distillation under reduced pressure (0.941 g, 69%).
64% With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; toluene; at 20℃; for 18h; Nonaethyleneglycol 2 (1.00 g, 2.41 mmol) was dissolved in toluene (10 mL). This benzyltriethylammonium chloride (0.05 g, 0.24 mmol) and the mixture was stirred for 20% sodium hydroxide solution (10 mL). The thing to p- toluenesulfonyl chloride (0.53 g, 2.75 mmol) was added toluene (5.0 mL) solution of was continued for 18 h at room temperature. They were separated toluene layer and the aqueous layer was added followed by 10% hydrochloric acid (25 mL). The aqueous layer was extracted with ethyl acetate (25 mL × 3). Combined toluene layer and the ethyl acetate layer, water (20 mL), saturated aqueous sodium bicarbonate solution (20 mL), and washed sequentially with saturated brine (20 mL). This was filtered and dried over anhydrous sodium sulfate, and concentrated in an evaporator. The obtained residue was purified by silica gel column chromatography (silica gel: 20 g, developing solvent: ethyl acetate - methanol mixed solvent pair 0 → 200: 1 → 16: 1) was separated and purified by, colorless liquid 5 (0.88 g, 1.55 mmol to give 64% yield).
  • 2
  • [ 62573-11-9 ]
  • [ 349-58-6 ]
  • nonaethylene glycol mono(3,5-bis(trifluoromethyl)phenyl) ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% 7ad (230 mg, 0.99 mmol) was dissolved in THF (1.5 mL). This sodium hydride (mineral oil suspension, purity 60percent, 52 mg, 1.30 mmol) was stirred at room temperature for 1 hour added. The stuff 5 (245 mg, 0.43 mmol) was added THF (2.0 mL) solution of was stirred at room temperature for 24 hours. The reaction solution was diluted with ethyl acetate (10 mL), water (10 mL), and the washed successively with saturated brine (10 mL). This was filtered and dried over anhydrous sodium sulfate, and concentrated in an evaporator. The resulting residue was purified by silica gel column chromatography (silica gel: 4 g, developing solvent: ethyl acetate - methanol mixed solvent 1-to-0 ? 30-to-1 ? 8-to-1) was separated and purified by, 9ad (128 mg, 0.20 mmol, yield to obtain the rate 47percent).
  • 3
  • [ 62573-11-9 ]
  • [ 4191-73-5 ]
  • nonaethylene glycol mono(4-isopropoxycarbonylphenyl) ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% 7ba (174 mg, 0.95 mmol) was dissolved in THF (2.0 mL). This sodium hydride (mineral oil suspension, purity 60%, 44 mg, 1.10 mmol) was stirred at room temperature for 1 hour added. The stuff 5 (202 mg, 0.36 mmol) was added THF (2.0 mL) solution of was stirred at room temperature for 24 hours. The reaction solution was diluted with ethyl acetate (10 mL), water (10 mL), and the washed successively with saturated brine (10 mL). This was filtered and dried over anhydrous sodium sulfate, and concentrated in an evaporator. The obtained residue was purified by silica gel column chromatography (silica gel: 4 g, developing solvent: ethyl acetate - methanol mixed solvent pair 0 ? 90: 1 ? 45: 1 ?. 8-to-1 ? 4: 1) was separated and purified by, 9ba It was obtained (151 mg, 0.26 mmol, 78% yield).
  • 4
  • [ 62573-11-9 ]
  • [ 2934-05-6 ]
  • nonaethylene glycol mono(2,4-diisopropylphenyl) ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% 7bs (162 mg, 0.91 mmol) was dissolved in THF (1.5 mL). This sodium hydride (mineral oil suspension, purity 60%, 46 mg, 1.15 mmol) was stirred at room temperature for 1 hour added. The stuff 5 (180 mg, 0.32 mmol) was added THF (2.0 mL) solution of was stirred at room temperature for 24 hours. The reaction solution was diluted with ethyl acetate (10 mL), water (10 mL), and the washed successively with saturated brine (10 mL). This was filtered and dried over anhydrous sodium sulfate, and concentrated in an evaporator. The obtained residue was purified by silica gel column chromatography (silica gel: 4 g, developing solvent: ethyl acetate - methanol mixed solvent pair 0 ? 180: 1 ? 90: 1 ?. 8-to-1 ? 4: 1) was separated and purified by, 9bS It was obtained (106 mg, 0.19 mmol, 59% yield).
  • 5
  • [ 62573-11-9 ]
  • [ 324-94-7 ]
  • nonaethylene glycol mono(4'-fluoro-4-biphenyl) ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% 7ch (190 mg, 1.01 mmol) was dissolved in THF (2.0 mL). This sodium hydride (mineral oil suspension, purity 60%, 46 mg, 1.15 mmol) was stirred at room temperature for 1 hour added. The stuff 5 (195 mg, 0.31 mmol) was added THF (2.0 mL) solution of was stirred at room temperature for 24 hours. The reaction solution was diluted with ethyl acetate (10 mL), water (10 mL), and the washed successively with saturated brine (10 mL). This was filtered and dried over anhydrous sodium sulfate, and concentrated in an evaporator. The obtained residue was purified by silica gel column chromatography (silica gel:. 6 g, developing solvent: ethyl acetate - methanol mixed solvent pair 0 ? 90: 1 ?. 8-to-1 ? 2: 1) was separated and purified by, 9ch (133 mg, 0.23 mmol, 66% yield).
 

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