1055036-36-6

Upstream product

• 270086-15-2 methyl (2S,3R)-2-acetamido-6-benzyloxy-3-hydroxyhexanoate 
• 7471-86-5 methyl benzimidate 
• 270086-13-0 (2S,3R)-2-amino-6-(benzyloxy)-3-hydroxyhexanoic acid 
• 176703-32-5 methyl (2S,3R)-2-benzamido-6-benzyloxy-3-hydroxyhexanoate 
• 176703-34-7 methyl (2S,3S)-2-acetamido-6-benzyloxy-3-hydroxyhexanoate 
• 189071-56-5 (2S,3SR)-2-amino-6-benzyloxy-3-hydroxyhexanoic acid 
• 93-97-0 benzoic acid anhydride 
• 100-39-0 benzyl bromide 
• 5470-84-8 4-benzyloxybutanal 
• 4541-14-4 4-benzyloxy-butan-1-ol 
• 50-00-0 formaldehyd 
• 176703-31-4 methyl (4S,5S)-5-(3-benzyloxypropyl)-2-phenyl-Δ²-oxazoline-4-carboxylate 

Downstream Products

• 270086-12-9 methyl (4S,5S)-4-acetoxymethyl-5-[(3Z)-11,11-ethylenedioxyheptadec-3-enyl]-2-phenyl-Δ²-oxazoline-4-carboxylate 
• 270086-11-8 methyl (4S,5S)-4-acetoxymethyl-5-(3-hydroxypropyl)-2-phenyl-Δ²-oxazoline-4-carboxylate 
• 176703-37-0 methyl (4S,5S)-4-acetoxymethyl-5-[(3E)-11,11-ethylenedioxyheptadec-3-enyl]-2-phenyl-Δ²-oxazoline-4-carboxylate 
• 176703-36-9 methyl (4S,5S)-4-acetoxymethyl-5-(2-formylethyl)-2-phenyl-Δ²-oxazoline-4-carboxylate 
• 157183-67-0 (2S,3S)-(E)-2-amino-3-hydroxy-2-hydroxymethyl-14-oxoicos-6-enoic acid 
• 176703-33-6 methyl (4S,5S)-4-acetoxymethyl-5-(3-benzyloxypropyl)-2-phenyl-Δ²-oxazoline-4-carboxylate 

Relevant academic research and scientific papers

An asymmetric total synthesis of a potent immunosuppressant, mycestericins D and F, through an aldol reaction using L-threonine aldolase

L-Threonine aldolase from Candida humicola catalyzed the aldol reaction of 4-benzyloxybutanal (1) with glycine to give β-hydroxy-α-amino acids (2e,t), whose erythro / threo ratio was controlled by using either kinetic or thermodynamic conditions. The erythro derivative (4e) was effectively converted to mycestericins D and F via a stereoselective hydroxymethylation of oxazoline derivative (6) as the key step.