ChemicalBook CAS DataBase List 4-Boc-3(S)-morpholinecarboxylic acid

4-Boc-3(S)-morpholinecarboxylic acid synthesis

3synthesis methods

Product Name:4-Boc-3(S)-morpholinecarboxylic acid
CAS Number:783350-37-8
Molecular formula:C10H17NO5
Molecular Weight:231.25

215917-98-9 Synthesis

(S)-4-tert-butyl 3-Methyl Morpholine-3,4-dicarboxylate

215917-98-9
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$30.00/100mg

783350-37-8
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$52.00/1g

Yield: 250 g

Reaction Conditions:

with lithium hydroxide monohydrate in tetrahydrofuran;water for 2 h;Cooling with ice;Reagent/catalyst;

Steps:

1.5; 3.5; 4.5
The product (280g, 1.14mol) obtained in step (4) was dissolved in a mixed solution of tetrahydrofuran (1400mL) and water (700mL),Slowly add lithium hydroxide monohydrate (93g, 2.28mol) under ice bath, continue to stir and react for 2h under ice bath; TLC showed that the raw materials disappeared. After adding water (1.5L), the layers were separated, the pH of the aqueous phase was adjusted to 1.5, and the mixture was extracted 3 times with dichloromethane.The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 250 g of the target product (S)-N-tert-butoxycarbonylmorpholine-3-carboxylic acid, which was a white powdery solid, and the combined yield was 95%. Detect the target product: optical activity ee value>99%, specific rotation [a]D20=-70.3(C=1, MeOH)

References:

Shanghai Xinyuan Pharmaceutical Technology Co., Ltd.;Huang Longlong;Lin Zengming;Wu Tianjun CN111533708, 2020, A Location in patent:Paragraph 0105; 0115-0118; 0133; 0143-0146; 0156-0158

24424-99-5 Synthesis