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Chemical Structure| 4480-83-5 Chemical Structure| 4480-83-5
Chemical Structure| 4480-83-5

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Product Details of Diglycolic anhydride

CAS No. :4480-83-5
Formula : C4H4O4
M.W : 116.07
SMILES Code : O=C1COCC(=O)O1
MDL No. :MFCD00006677
InChI Key :PIYNUZCGMLCXKJ-UHFFFAOYSA-N
Pubchem ID :78232

Safety of Diglycolic anhydride

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Diglycolic anhydride

* 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 [ 4480-83-5 ]

[ 4480-83-5 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 4480-83-5 ]
  • [ 109-76-2 ]
  • 5,6-tetramethylcarboxyrhodamin [ No CAS ]
  • [ 146987-10-2 ]
  • Fmoc-Gly-O-Wang resin [ No CAS ]
  • C50H63N9O12S [ No CAS ]
  • 2
  • [ 106-86-5 ]
  • [ 4480-83-5 ]
  • polymer, Mn=55000, Mw/Mn=1.2; monomer(s): diglycolic anhydride; 4-vinylcyclohexene oxide [ No CAS ]
  • 3
  • [ 4480-83-5 ]
  • [ 851983-85-2 ]
  • [ 1441047-10-4 ]
YieldReaction ConditionsOperation in experiment
28.6% With pyridine; dmap; for 3h;Reflux; [00167] 3 ?-(Oxycarbonyl-(methoxy) acetic acid)-17-(lH-benzimidazol-l-yl)-androsta- 5,16-diene (46): A mixture of 5 (0.1 g, 0.26 mmol), DMAP (0.035 g, 0.28 mmol), diglycolic anhydride (0.1 g, 0.85 mmol) and pyridine (3 mL) was refluxed for 3 hrs. Cooled to room temperature and quenched to water. Precipitate was extracted with EtOAc, dried with Na2S04, evaporated and the residue was purified by FCC [petroleum ether/EtOAc/TEA (9.5:0.3:0.2)] to give 0.05 g (28.6percent) of pure compound 46: mp 214-215 °C; IR (Neat) 2934, 1722, 1456, 1225, 1147 and 745 cm"1; 1H NMR (500 MHz, CDC13) delta 1.01 (s, 3 H, I8-CH3), 1.07 (s, 3 H, 19-CH3), 4.25 (s, 2 H, CH2), 4.26 (s, 2 H, CH2), 4.74 (m, 1 H, 3a-H), 5.45 (br, 1 H, 6-H), 6.00 (m, 1 H, 16- H), 7.32 (m, 2 H, aromatic-Hs), 7.49 (m,lH, aromatic-H), 7.82 (m, 1 H, aromatic-H), 8.06 (s, 1 H, 2' aromatic- H); 13C NMR (500 MHz, CDC13); delta 172.9, 169.9, 147.0, 141.7, 140.0, 134.4, 125.4, 124.2, 123.4, 119.7, 111.6, 75.0, 69.1, 68.8, 56.0, 50.5, 47.4, 38.2, 37.0, 34.9, 31.3, 31.1, 30.5, 27.8, 20.8, 19.4, 16.2. HRMS calcd 527.2516 (C3oH36N205.Na+), found 527.2516.
  • 4
  • [ 4480-83-5 ]
  • [ 21344-90-1 ]
  • 2-(2-((5-(2-chlorophenyl)thiazol-2-yl)amino)-2-oxoethoxy)acetic acid [ No CAS ]
  • 5
  • [ 4480-83-5 ]
  • [ 30709-67-2 ]
  • 2-(2-((4-methyl-5-phenylthiazol-2-yl)amino)-2-oxoethoxy)acetic acid [ No CAS ]
  • 6
  • [ 4480-83-5 ]
  • [ 3382-18-1 ]
  • (+/-)-cis-9,10-dimethoxy-4-oxo-1,3,4,6,7,11b-hexahydro-[1,4]oxazino[2,1-a]isoquinoline-1-carboxylic acid [ No CAS ]
  • (+/-)-trans-9,10-dimethoxy-4-oxo-1,3,4,6,7,11b-hexahydro-[1,4]oxazino[2,1-a]isoquinoline-1-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
27%; 27% In 5,5-dimethyl-1,3-cyclohexadiene; at 120℃; for 6h;Inert atmosphere; General procedure: The starting 6,7-dimethoxy-3,4-dihydroisoquinolinium perchlorate (1.2 mmol, 0.35 g) was dissolved in water (50 mL) and the resulting suspension was treated with solid sodium hydroxide until pH 10. The resulting mixture was extracted with dichloromethane (3 × 10 mL) and the organic phase was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The obtained free base (0.21 g, 92 %, 1.1 mmol) was dissolved in dry xylene (2.5 mL) and the corresponding anhydride (1.4 mmol) was added. The reaction mixture was heated at 120 C under inert atmosphere for 6 hours. TLC was used to monitor the course of the reaction. Upon completion, the solvent was evaporated under reduced pressure and the resulting crude products were separated and purified by means of column chromatography. The ratio of the cis:trans diastereomers was obtained from the 1H NMR spectra of the crude reaction mixture.
 

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