With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.Application In Synthesis of Glycerol aldehyde dimer
Example 17 (S)-N-((S)-5-((6-Bromo-2-methoxynaphthalen-l-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′- hexahydro-3H-spiro[benzo[b][l,4]oxazepine-2,4′-pyran]-3-yl)-2-(2- hydroxyethylamino)propanamide Sodium cyanoborohydride (5.14 mg, 81.8 muetaiotaomicron, Eq: 1.50) was added to a solution of (S)- N-((S)-5-((6-bromo-2-methoxynaphthalen-l-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H- spiro[benzo[b][l,4]oxazepine-2,4′-pyran]-3-yl)-2-amino-propanamide (31 mg, 54.5 mumol, Eq: 1.00), glycolaldehyde dimer (3.6 mg, 30.0 muetaiotaomicron, Eq: 0.55) and acetic acid (3.27 mg, 3.15 mu, 54.5 muetaiotaomicron, Eq: 1.00) in MeOH (1 mL) and the mixture was stirred at RT overnight. The mixture was diluted with 1 N HC1 and H20/1 N NaOH was added to adjust the pH to ~ 8 – 9. The mixture was extracted with EtOAc, the combined extracts were washed with brine, dried over Na2S04 and concentrated. The resulting material was purified by flash chromatography to afford the title compound (30 mg, 90 % yield). MS m/z 613.8 (MH+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,23147-58-2, Glycerol aldehyde dimer, and friends who are interested can also refer to it.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (2014); A1;,
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