3,6,9-TRIOXAUNDECANEDIOIC ACID synthesis
- Product Name:3,6,9-TRIOXAUNDECANEDIOIC ACID
- CAS Number:13887-98-4
- Molecular formula:C8H14O7
- Molecular Weight:222.19
211746-77-9
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Yield:13887-98-4 100%
Reaction Conditions:
with trifluoroacetic acid in dichloromethane;
Steps:
General procedure for removal of the tert-butyl group
General procedure: The diacetate linker was dissolved in CH2Cl2/TFA 3:1. The reaction mixture was immediately concentrated on a rotary evaporator to give the free carboxylic acids (5 or 6) in quantitative yields. 2,2’-(2,2’oxybis(ethane-1,2-diyl)bis(oxy))diacetic acid (6); The product was isolated as colorless oil in quantitative yield. 1H-NMR (400 MHz, CDCl3) δH 3.78 (8H, m, -OCH2CH2OCH2CH2O-), 4.22 (4H, s,-OCH2O-), 10.69 (2H, s, -OH). 13C NMR (100 MHz, CDCl3) δC 173.9 (2C, CO), 71.2 (2C, OCH2CH2OCH2CH2O-), 70.6 (2C, -OCH2CH2OCH2CH2O), 68.7 (2C, -C(O)CH2O-). HRMS (ES+): calcd. for C8H14O7Na: 245.0637; found: 245.0645. Spectral values were found to be in accordance with literature values1
References:
Bright, Sandra A.;Brink?, Anne;Larsen, Maja Thim;Sinning, Steffen;Williams, D. Clive;Jensen, Henrik H. [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 5,p. 1220 - 1224] Location in patent:supporting information
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112-60-7
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$15.00/250mg
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367 suppliers
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13887-98-4
124 suppliers
$15.00/250mg