124754-71-8

Upstream product

• 146552-58-1 (4R,5S)-2-oxo-5-vinyl-oxazolidine-4-carbaldehyde dimethyl acetal 
• 146552-57-0 (2R,3S)-3-hydroxy-2-methoxycarbonylamino-4-pentenal dimethyl acetal 
• 146552-56-9 (2R,3R,4S)-5-iodo-3,4-isopropylidenedioxy-2-methoxycarbonylaminopentanal dimethyl acetal 
• 146552-55-8 2-deoxy-3,4-O-isopropylidene-2-methoxycarbonylamino-D-xylose dimethyl acetal 
• 146552-54-7 2-deoxy-3,4-O-isopropylidene-2-methoxycarbonylamino-D-glucose dimethyl acetal 
• 146552-53-6 2-deoxy-3,4:5,6-O-diisopropylidene-2-methoxycarbonylamino-D-glucose dimethyl acetal 
• 124818-81-1 (4S)-N-(tert-botoxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene 
• 124818-94-6 ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate 
• 114671-09-9 N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene 
• 72155-45-4 Boc-L-phenylalaninal 
• 114671-12-4 (4S,5S)-5-ethenyl-4-phenylmethyloxazolidin-2-one 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 

Downstream Products

• 109389-15-3 N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol 
• 132549-37-2 methyl (4S,5S)-4-benzyl-2-oxooxazolidine-5-acetate 
• 72155-54-5 2-oxazolidinone of 4(S)-amino-3(S)-hydroxy-5-phenylpentanoic acid 
• 885859-80-3 (3S,4S)-4-Amino-5-phenyl-pentane-1,3-diol 

Relevant academic research and scientific papers

Synthesis of (3S,4S)-statine and a related compound, (3S,4S)-AHPPA, from D-glucosamine as a chiral pool

Biologically important threo-β-hydroxy-γ-amino acids, (3S,4S)-statine ((3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid) (1) and (3S,4S)-AHPPA (3S,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid) (2), were synthesized starting from D-glucosamine (3) as a chiral pool. Two routes for the transformation of D-glucosamine to key intermediates, which are applicable to the synthesis of threo-β-hydroxy-γ-amino acids, were investigated. The successful route involved C(6)-carbon degradation and elimination of the C(4)-hydroxy group of D-glucosamine in 8 steps and 30% overall yield to furnish (4R,5S)-2-oxo-5-vinyloxazolidine-4-carbaldehyde dimethyl acetal (17), which has been utilized as a versatile intermediate for synthesizing the target compounds.

Enantiospecific Synthesis of (3S,4S)-Statine and Its Analogue from D-Glucosamine as a Chiral Pool

The C(6)-carbon degradation and elimination C(4)-hydroxy group of D-glucosamine were achieved in 8-steps and 30percent overall yield to furnish (4R,5S)-5-vinyl-2-oxazolidinone-4-carbaldehyde dimethyl acetal, which was utilized as a key intermediate for en

Syntheses and reactions of silyl carbamates. 2. A new mode of cyclic carbamate formation from tert-butyldimethylsilyl carbamate

Stereoselective construction of 1,2 and 1,3 amino hydroxyl systems was achieved by the intramolecular trapping of the N-tert-butyldimethylsilyloxycarbonyl species (silyl carbamate) activated by fluoride ion. The reaction of the silyl carbamate with 1,2-sy

A NEW MODE OF CYCLIC CARBAMATE FORMATION VIA tert.-BUTYLDIMETHYLSILYL CARBAMATE. STEREOSELECTIVE SYNTHESES OF STATINE AND ITS ANALOGUE

Stereoselective construction of 1,2- and 1,3-amino hydroxyl systems was carried out using SN2' (initiated by AgF or AgF-Pd(II)) cyclic carbamate formations from tert.-butyldimethyl silyl carbamates.This method was applied to the syntheses of st