75640-91-4

Upstream product

• 75626-60-7 (Z)-methyl 4-amino-α-<<(tetrahydro-2H-pyran-2-yl)-oxy>imino>phenylacetate 
• 1638-63-7 2-acetoxy-2-phenylacetyl chloride 
• 110-87-2 3,4-dihydro-2H-pyran 
• 6723-30-4 O-2-tetrahydro-2H-pyranhydroxylamine 
• 72531-10-3 4-<<(benzyloxy)carbonyl>amino>acetophenone 
• 75626-58-3 (Z)-4-<<(benzyloxy)carbonyl>amino>-α-<<(tetrahydro-2H-pyran-2-yl)oxy>imino>phenylacetic acid 
• 75626-59-4 (4-Benzyloxycarbonylamino-phenyl)-[(Z)-tetrahydro-pyran-2-yloxyimino]-acetic acid methyl ester 
• 75626-51-6 4-<<(benzyloxy)carbonyl>amino>-α-oxophenylacetic acid 
• 75626-55-0 (Z)-4-<<(benzyloxy)carbonyl>amino>-α-(hydroxyimino)-phenylacetic acid 
• 99-92-3 p-aminobenzophenone 

Downstream Products

• 75626-67-4 [4-(2-Acetoxy-2-phenyl-acetylamino)-phenyl]-[(Z)-tetrahydro-pyran-2-yloxyimino]-acetic acid 

Relevant academic research and scientific papers

Synthesis of (Z)-4-(acylamino)- and 4-(alkylamino)-α-oximinophenylacetic acids: properties and stereochemical determination

The preparation, properties, and stereochemical determinations of a series of 4-substituted α-oximinophenylacetic acids are described.The 4-acetamino and 4-amino>-α-oxophenylacetic acids 7 and 19 were synthesized from the corresponding acetophenones with selenium dioxide.The oximes were then prepared and their stereochemistry determined as Z (syn), through the chemical properties of the methoxyimino derivatives.A key intermediate was (Z)-methyl 4-amino>-α-imino>phenylacetate (24), which was synthesized from the free oxime or from the keto acid by using O-(tetrahydropyran-2-yl)hydroxylamine.Deprotection of this compound at nitrogen gave the 4-amino-α-oximino ester, 25, which was acylated with a variety of acid chlorides and hydrolyzed to the 4-(acylamino)-α-oximinophenylacetic acids.By employment of methyl 4-amino-α-oxophenylacetate dimethyl ketal (9), a general reductive amination process was developed, leading to the 4-(alkylamino)-α-oximinophenylacetic acids.