133544-94-2

Upstream product

• 50-00-0 formaldehyd 
• 2018-61-3 (S)-2-acetylamino-3-phenylpropanoic acid 
• 63-91-2 L-phenylalanine 

Downstream Products

• 220035-08-5 (S)-3-acetyl-5-dichloromethylene-4-benzyloxazolidine 
• 126410-30-8 (S)-1-phenylbut-3-en-2-amine 
• 103127-52-2 ((S)-1-benzylallyl)carbamic acid tert-butyl ester 
• 98760-08-8 (2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane 
• 220035-13-2 (S)-3-acetylamino-4-phenyl-1-butene 

Relevant academic research and scientific papers

A New Approach for Chiral Allyl Amines via a Novel Dichloromethylenation of Oxazolidinones

A novel dichloromethylenation of oxazolidinones and their conversion to allyl amines 3a-e, key precursors for potential HIV protease inhibitors is described.

Preparation method for amprenavir intermediate

The invention relates to a synthesis method for an amprenavir intermediate, an anti-AIDS drug, in particular to a synthesis method for (2R,3S)-1,2-epoxy-3-(tert-butoxycarbonylamino)-4-phenylbutane. The synthesis method comprises the following steps: reacting L-phenylalanine, as a raw material, with acetic anhydride to generate N-acetyl-L-phenylalanine, and then carrying out a Mannich reaction, an Appel reaction and olefin epoxidation to obtain an intermediate. The method for preparing the (2R,3S)-1,2-epoxy-3-(tert-butoxycarbonylamino)-4-phenylbutane is reasonable in route, high in operability and high in yield, and facilitates industrial production.

Native Serine Peptide Assembly – Scope and Utility

This work develops serine peptide assembly (SPA), which complements and contrasts with classic native chemical ligation (NCL). Advances in reagentless peptide-bond formation have been applied to serine (and serine models) and a range of C-terminal amino acids, including bulky residues that are not amenable to NCL. The particular appeal of SPA is preparative-scale segment condensations with zero racemization risk and favorable process mass intensity (PMI). Mechanistic studies support a previously proposed reaction pathway via an initial transesterification step. An understanding of the factors favoring this pathway relies on hard–soft acid–base theory, according to which mildly activated esters with the largest carbonyl positive charge are most reactive with hydroxyamines. Novel C-terminal activators have been discovered that enhance reactivity and give harmless byproducts.

A novel, simple and rapid protocol for N-protected-oxazolidine-5-ones

A simple and efficient method for the preparation of N-protected oxazolidine-5-ones using microwave irradiation is described.

A novel and facile synthesis of C2-symmetric HIV - Protease inhibitors

A facile synthesis of C2-symmetric HIV protease inhibitors 7 and 10 is described via a novel dichloromethylenation of oxazolidinone 1 and its conversion to allyl amine 3.