Question

1) Choose one molecule from the set and create an 8-step synthesis scheme using the chosen molecule as your starting material. You need to write the complete set of reagents and draw the product expected from each step. Reagents typically used together are considered one step, eg. 1) LAH 2) H.O should be considered as one step Your 8 steps must include at least one reaction from each of the chapters, aldehydes and ketones, carboxylic acid derivatives, alcohols. You can repeat a reaction only once therefore your scheme could have 2 oxidations maximum etc. More specifically, your scheme can include: a) oxidations b) reductions c) Grignard reactions d) acetal formation cleavage e) Wittig reactions ) reactions or synthesis of an acid chloride, ester, amide or anhydride g) a reaction with SOC or PBry h) any reaction to synthesize or react alcohols 1) Iminelenamine synthesis hydrolysis 1) novel reagents such as Gilman and modified reducing agents 8-step Synthetic Scheme 8-step Synthetic Scheme:

Answer 1

Page 1 LiAlHly, THE OH yesh OH DMP, DEM YE.6h Mq, THF HLO K Ites, on OTBS | TBS, DHE PTBS Oy, DCM) -78 €, Borgin Pph3, rt, oh 애 Melg Brugquivoc TH 6TB'S! AF, reflect -OH HF, THE Pec, PCM NH2 LAR -OH TIR PCM ,M gsoy - NH OH otton

Ioc- Caro 1695-1715.0=os 1 aromatic, ) - Hz - N2900;C-H stretch Int-A Olt B a = N1. Oppm b=on l-4ppm Int- C -07:0ppm, e-ntil ppm Note: All the above speaks are likely to appear on the range given i ao o peare glue a positive vote