95105-20-7

Upstream product

• 23402-69-9 lithium diphenylcuprate 
• 591-51-5 phenyllithium 
• 1207946-42-6 (S)-N-(2-phenylethylidene)-tert-butylsulfinamide 
• 114886-83-8 methyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate 
• 100-44-7 benzyl chloride 
• 1268240-92-1 (R)-N-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-phenylethyl)-2-methylpropane-2-sulfinamide 
• 147915-00-2 (2S,3R)-3-azido-1,2-O-methylethylidene-4-phenylbutane-1,2-diol 
• 147914-98-5 (2R,3S)-1,2-O-methylethylidene-4-phenylbutane-1,2,3-triol 
• 152897-52-4 (S)-5-<(S)-2-phenyl-1-(N-tosylamino)ethyl>-1,3-dioxolane 
• 147976-15-6 (2S,3R)-3-azido-4-phenylbutane-1,2-diol 

Downstream Products

• 152897-53-5 (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol 
• 100564-98-5 (4R,5S)-4-benzyl-2-oxo-5-oxazolidinecarboxylic acid 
• 95832-38-5 methyl (4R,5S)-2-oxo-4-phenylmethyl-1,3-oxazolidine-5-carboxylate 
• 147915-06-8 ethyl 4R <4β,5α(E)>-2-oxo-4-(phenylmethyl)oxazolidine-5-propenoate 
• 124782-04-3 methyl (2S,3R)-3--2-hydroxy-4-phenylbutanoate 
• 59969-65-2 (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-butanoic acid 
• 147915-03-5 (4R,5S)-5-hydroxy-4-phenylmethyl-3,4,5,6-tetrahydro-2H-1,3-oxazin-2-one 
• 95832-37-4 (4R,5S)-5-benzyl-4-(hydroxymethyl)-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

Total synthesis of (-)-Haouamine B pentaacetate and structural revision of haouamine B

The enantiocontrolled total synthesis of (-)-haouamine B pentaacetate was accomplished via an optically active indane-fused β-lactam, which was prepared by a newly developed Friedel-Crafts reaction. Subsequent cleavage of the β-lactam and an intramolecular McMurry coupling reaction provided the core indane-fused tetrahydropyridine, which led to the elucidation of the structure, as proposed by Trauner and Zuba.

Asymmetric synthesis of amines by the knochel-type MgCl2- enhanced addition of benzyl zinc reagents to N -tert -Butanesulfinyl aldimines

The MgCl2-enhanced addition of benzyl zinc reagents to N-tert-butanesulfinyl imines proceeds readily at room temperature to afford the N-tert-butanesulfinyl-protected amine products in good yields and diastereomeric ratios. This method is functional group tolerant in both the imine substrate and benzyl zinc coupling partner. Moreover, benzyl zinc reagent addition to the N-tert-butanesulfinyl imine 3o prepared from isopropylidene-protected glyceraldehyde proceeds in high yield and with exceptional selectivity to provide rapid entry to hydroxyethylamine-based aspartyl protease inhibitors.(Figure Presented)

Ring opening of optically active cis-disubstituted aziridino alcohols: An enantiodivergent synthesis of functionalized amino alcohol derivatives

Ring-opening reactions of optically active cis-disubstituted aziridino alcohols have been investigated. Regio- and stereo-selective ring opening took place with internal and external nucleophiles. Unusual amino acids derivatives (14) and (15), the key synthetic intermediates for bestatin and related peptides, have been prepared. n.

An enantiodivergent synthesis of three β-amino alcohols: Preparation of key intermediates for bestatin and the related peptides

An enantiodivergent method for preparation of three β-amino alcohols and three 1,2-diamines has been developed starting with a chiral aziridine 1. Unusual amino acid derivatives 3 and 5, which are key synthetic intermediates for bestatin and the related peptides, have been prepared.

Enantiomerically pure 3-amino-2-hydroxy and 5-amino-4-hydroxy acids from D-isoascorbic acid

The chirospecific synthesis of 3-amino-2-hydroxy aldehyde or acid units is an important issue in the context of synthetic strategies directed towards the construction of biologically relevant target molecules such as amino sugars, antibiotics, enzyme inhi