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ChemicalBook CAS DataBase List BOC-SER(ME)-OH

BOC-SER(ME)-OH synthesis

7synthesis methods
-

Yield:51293-47-1 240.3 kg

Reaction Conditions:

with sodium hydroxide at 10; for 44 h;Large scale;

Steps:

2 Example 2 Synthesis of (S)-2-((tert-butoxycarbonyl)amino)-3-methoxypropanoic acid
Example 2 Synthesis of (S)-2-((tert-butoxycarbonyl)amino)-3-methoxypropanoic acid (0033) (0034) 45% 4 NaOH (746.3 kg; 8.40 kmoles) and DMS (1053.8 kg; 8.36 kmoles) were added to the reaction mixture below 10° C. over 38 h and for an additional 6 h to complete the reaction. 20% 9 NH4OH (20.0 kg) was added to quench the reaction in the reaction mixture. The pH value was adjusted by 10 citric acid monohydrate (55.8 kg) and 32% 11 HCl (180 kg) to around 3. The 12 product was extracted by toluene (1165 L) twice, and the organic layer was washed by 1% NaOH (40 L) and H2O (39 L×2). The organic layer was concentrated, and stripped by IPA as oil residue (240.3 kg)

References:

SCI Pharmtech, Inc.;Chen, Bo-Fong;Su, Yen-Chi;Li, Yen-Wei;Li, Feng-Hsu;Huang, Chen-Wei US9718765, 2017, B1 Location in patent:Page/Page column 5; 6

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