ChemicalBook CAS DataBase List L-Serine,O-(triphenylmethyl)-

L-Serine,O-(triphenylmethyl)- synthesis

3synthesis methods

Product Name:L-Serine,O-(triphenylmethyl)-
CAS Number:25840-83-9
Molecular formula:C22H21NO3
Molecular Weight:347.41

56-45-1 Synthesis

56-45-1
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76-83-5 Synthesis

76-83-5
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25840-83-9
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Yield:25840-83-9 60.61%

Reaction Conditions:

Stage #1: L-serin;trityl chloride;mercury dichloride in acetonitrile at 40;
Stage #2: with triethylamine in acetonitrile at 20; for 1 h;Product distribution / selectivity;

Steps:

15

Example 15:H-Ser(Tr)-OH (O-trityl serine) by selective 0- tritylation of serine.; 0.2 g of serine (1.9 mmol) require about 0.5 h to dissolve in a solution of 1.06 g of trityl chloride (3.8 mmol) and 0.52 g of HgCl₂ (1.9 mmol) in 15 mL of EPO acetonitrile, kept at 4O⁰C and under stirring. The slow addition of 0.27 ?iL of TEA (1.9 mmol) causes the precipitation of a heavy solid. After completing the addition of the base, the suspension is kept under stirring and at ambient temperature for another hour. To the dense mixture thus obtained is cautiously added an excess of sodium borohydride. It is allowed to react for 15 min, then 5 ml of NaOH IM are cautiously added, and subsequently 10 mL of water. Under agitation, the pH is brought to 3 with hydrochloric acid and filtration is applied, isolating a grey solid. The filtrate, after neutralisation with TEA, is concentrated under vacuum to about 15 mL, obtaining the precipitation of a white solid. By filtration, washing with water and drying a crude solid is obtained, which still needs to be washed with chloroform. The final solid weights 0.44 g (th. 0.66, 66.6%; m. p. 182 - 184⁰C; an.: C 75.80 (76.06), H 6.40 (6.09) , N 3.97 (4.03) .

References:

WO2007/9944,2007,A1 Location in patent:Page/Page column 30-31

111061-56-4
167 suppliers
$15.50/1G

25840-83-9
15 suppliers
inquiry

References

76-84-6 Synthesis

76-84-6
413 suppliers
$6.00/25g

56-45-1 Synthesis

56-45-1
732 suppliers
$5.00/25g

25840-83-9
15 suppliers
inquiry

References

L-Serine,O-(triphenylmethyl)- Related Search:

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