2305-25-1Relevant articles and documents
Organic Sonochemistry. Sonic Acceleration of the Reformatsky Reaction
Han, Byung-Hee,Boudjouk, Philip
, p. 5030 - 5032 (1982)
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Synthesis method of ethyl 3-hydroxyhexanoate
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Paragraph 0017; 0020; 0021; 0024; 0025; 0028; 0029; 0032, (2020/02/27)
The invention discloses a synthesis method of ethyl 3-hydroxyhexanoate. The method is characterized by comprising the following steps: reacting bromine with acetic acid to prepare bromoacetic acid; reacting the bromoacetic acid with ethanol in the presence of sulfuric acid to generate ethyl bromoacetate; adding 500kg of dichloromethane and 140kg of n-butyraldehyde into a reaction kettle; adding acatalyst, heating to reflux, dropwise adding 250kg of the ethyl bromoacetate serving as a product obtained in the previous step, controlling the dropwise adding speed, controlling the adding to be completed within 3 hours in a reflux state, preserving heat for 2 hours, cooling to room temperature, washing to neutrality, transferring into a rectifying tower, and rectifying to obtain a qualified product, namely the ethyl 3-hydroxyhexanoate.
Synthesis of Thelepamide via Catalyst-Controlled 1,4-Addition of Cysteine Derivatives and Structure Revision of Thelepamide
Seitz, Tobias,Millán, Ramón E.,Lentz, Dieter,Jiménez, Carlos,Rodríguez, Jaime,Christmann, Mathias
supporting information, p. 594 - 597 (2018/02/10)
The first enantioselective total synthesis and structural reassignment of (-)-thelepamide, a cytotoxic tetraketide-amino acid from the marine worm Thelepus crispus, is reported. A convergent approach provides access to all thelepamide diastereomers in six steps from four simple building blocks. Key features of the synthesis include the application of Melchiorre's organocatalytic thia-Michael reaction and a sonication-assisted assembly of an unprecedented N,O-acetal-hemiacetal moiety. The corrected structure was confirmed by NMR-DFT analysis.