ChemicalBook CAS DataBase List BOC-SAR-OH

BOC-SAR-OH synthesis

8synthesis methods

Product Name:BOC-SAR-OH
CAS Number:13734-36-6
Molecular formula:C8H15NO4
Molecular Weight:189.21

4530-20-5 Synthesis

4530-20-5
531 suppliers
$5.00/5 g

74-88-4
349 suppliers
$15.00/10g

13734-36-6
296 suppliers
$11.19/5G

Yield:13734-36-6 94%

Reaction Conditions:

with sodium hydride in tetrahydrofuran at 0 - 20; for 26 h;Inert atmosphere;

Steps:

Experimental procedure for the synthesisof intermediates (6a-6i)
General procedure: (S)-2-(Tert-butoxycarbonyl(methyl)amino)-3-hydroxypropanoic acid(6a) Gummy substance (This compound was prepared byadding neat sodium hydride (10 equiv.) in portion wiseover a period of 2.0 h to a cooled (0 °C) solution of (S)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoic acid (1equiv.) and iodomethane (10 equiv.) in dry THF under astream of nitrogen. The reaction mixture was stirred at room temperature for 24 h under nitrogen atmosphere andthen diluted with ether (20 mL) and quenched with water(30 mL). The layers were separated and the aqueous layerwas extracted with ether (2 x9 15 mL), acidified to pH 3with a 20 % aqueous solution of citric acid and extractedwith EtOAc (3 x 20 mL). The combined organic phasewas dried over Na2SO4 and evaporated to afford thecorresponding N-methylated product in 90 % yield asGummy substance.)

References:

Srinivasarao, Kondaparla;Agarwal, Pooja;Srivastava, Kumkum;Haq;Puri, Sunil K.;Katti [Medicinal Chemistry Research,2016,vol. 25,# 6,p. 1148 - 1162]

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107-97-1 Synthesis