DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE synthesis
- Product Name:DIMETHYL CIS-1,2,3,6-TETRAHYDROPHTHALATE
- CAS Number:4841-84-3
- Molecular formula:C10H14O4
- Molecular Weight:198.22
67-56-1
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4841-84-3
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Yield: 88%
Reaction Conditions:
with Amberlyst 15Amberlyst.(R). 15; for 336 h;
Steps:
1
Synthesis of Intermediate I:Amberlyste 15 (50.0 g) was placed in a flask and dried in high vacuo for 1 h. Methanol (1 I) was added, followed by cis-1,2,3,6-tetrahydrophthalic anhydride (50.0 g, 328 mmol) and trimethylorthoformate (100 ml, 914 mmol). The reaction mixture was then vigorously stirred. After 5 days, additional trimethylorthoformate (50 ml, 457 mmol) was added. The reaction was stopped after 9 days (TLC-control: petroleum ether/Et20, 1:2), filtered over celite and washed with methanol. The solvent was removed in vacuo (20 mbar). The brown residue was transferred with CH2Cl2 (150 ml) into a separation funnel and washed with satd. NaHCO3 solution and brine (each 150 ml). The aqueous layers were extracted 3 times with CH2Cl2 (3×150 ml). The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo (20 mbar) to afford diester I as a brownish oil (57.5 g, 88%).
References:
GlycoMimetics, Inc. US2008/161546, 2008, A1 Location in patent:Page/Page column 17; title page
935-79-5
297 suppliers
$10.00/10g
149-73-5
522 suppliers
$12.00/5g
4841-84-3
48 suppliers
$40.00/1 g
67-56-1
740 suppliers
$7.29/5ml-f
935-79-5
297 suppliers
$10.00/10g
4841-84-3
48 suppliers
$40.00/1 g
935-79-5
297 suppliers
$10.00/10g
4841-84-3
48 suppliers
$40.00/1 g
67-56-1
740 suppliers
$7.29/5ml-f
935-79-5
297 suppliers
$10.00/10g
4841-84-3
48 suppliers
$40.00/1 g
93603-11-3
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