685507-99-7

Upstream product

• 622-42-4 1-nitro-1-phenylmethane 
• 640279-67-0 O-[(2S)-hydroxy-(3R)-3-nitro-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol 
• 84312-20-9 (1R,3R,4S)-8-phenylmenthyl glyoxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 108-24-7 acetic anhydride 
• 685507-98-6 O-[(3R)-tert-butoxycarbonylamino-(2S)-hydroxy-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol 

Downstream Products

• 161759-90-6 (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate 
• 167275-69-6 methyl (2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropionate 
• 640279-68-1 (2S,3R)-2-Acetoxy-3-tert-butoxycarbonylamino-3-phenyl-propionic acid 

Relevant academic research and scientific papers

Asymmetric Nitroaldol Reaction. Synthesis of Taxotere Side Chain and (-)-Bestatin Using (1R)-8-Phenylmenthyl Glyoxylate

The nitroaldol reaction of (1R)-8-phenylmenthyl glyoxylate (3b) with 1-nitro-1-phenylmethane (4) or with 1-nitro-2-phenylethane (13) led stereoselectively to adducts syn-2b and syn-12b, which were then transformed into the Taxotere side chain and (-)-best

Synthesis of (-)-bestatin and the Taxotere side-chain via nitroaldol reaction of (1R)-8-phenylmenthyl glyoxylate

The nitroaldol reaction of (1R)-8-phenylmenthyl glyoxylate 6 with 1-nitro-2-phenylethane or with phenylnitromethane led stereoselectively to adducts 4 and 12, which where then transformed into (-)-bestatin hydrochloride and the Taxotere side-chain in over