propose a synthesis 00 (c) hint: hydrolysis, protection, reductive amination, SnAcyl, deprotection - i - ном
Draw the second intermediate in the synthesis of triethylamine by reductive amination
The Hell-Volhard-Zelinsky reaction, reductive amination, and the Strecker synthesis are useful protocols for making which type of molecule? Biology utilizes ribonucleotides with a ( ) -sugar in its ( ) -anomeric form.
Reductive Amination Write down a reaction scheme for the synthesis od N-benzyl alanine methyl ester hydrochloride. (Reagents are methyl pyruvate, benzylamine, sodium triacetoxyborohydride) Maybe helpful: Scheme 1:Formation of an N-substituted imine(Shiff base) through the reaction between a carbonyl-containing compound and a primary amine Scheme 2: Imine reduction yields an amine
1. Show how you could make the amine shown by Reductive Amination and by Acylation and then reduction. Clearly show the starting materials and reagents for each approach Q Target amine: 2. Devise a synthesis of the target amine from question one starting from Toluene (methyl benzene) and any two carbon compounds you wish. 3. Propose a synthesis of this azo dye starting from Benzene and acetic acid as your only source of carbons. Target Dye: 4. Can you rationalize...
1. Reductive amination (Carey, Section 22.10) is an important C-N bond forming strategy widely used in the synthesis of biologically active natural product. It's a powerful and reliable strategy that avoids the problem of overalkylation that often accompanies direct alkylation of amines with alkyl halides (Figure 1). secondary amine r tiary amine quemary sa Figure 1: Yields are generally poor as product amines are more nucleophilic and can also react with halide. The result is often a mixture of amines...
4. a) In the reductive amination reaction why is the NaBH, only added 15 minutes after the amine and the aldehyde have been mixed, and not right away? b) What is a rotary evaporator (Rotovap) used for? c) In the Williamson Ether Synthesis, why did we use a reflux assembly and not just boil the reactants in a beaker or flask? d) Would you expect the melting point of a crude product to be higher or lower than the melting...
7) Propose an alternative synthesis of Prozac starting from the benzyl-amino alcohol in the scheme below. The Benzy protecting group (Bn) can be removed with Hy/Pd-C. (Bonus- can you spot a weakness in the benzyl deprotection step?) HOVNB _?A_? - B -
Propose a synthesis and predicted final product. Include
mechanisms
(a) Hint: vinyl Grignard, Robinson annulation CN (b) Hint: the synthesis can start with halogenation. It will go through an alkyne, which will be alkylated to form an intermediate Cotle. Ketone? Another hint: at some point, you may think of doing Robinson annulation 1.t-BuOK 2. Mel 1. LDA, THF -78 °C 2. benzaldehyde 3. Acid work-up O NaOH(aa) heat
Propose an efficient synthesis for the transformation below,
using two sequential reductive aminations. Enter
the appropriate number or letter from the reagent list handout.
Propose an efficient synthesis for the transformation below, using two sequential reductive aminations. Enter the appropriate number or letter from the reagent list handout. Step 1 + NaBH3CN, H+, Step 2 - NaBH3CN, H+ Reagent List (Updated 4/30/2020) Enter # or letter in the appropriate boxes. Note: Exam responses are case insensitive Alkyl Halides (X = Cl,...
1. Propose the reagents for the following synthesis. Show your work (retrosynthesis) for partial credit. (Hint - This should take you somewhere between 5 and 10 steps). Br