96995-06-1

Upstream product

• 91475-97-7 5-(2-Methoxy-ethoxymethoxymethyl)-benzo[1,3]dioxole 
• 1700-30-7 (3-(benzyloxy)phenyl)methanol 

Downstream Products

• 96995-02-7 (+/-)-trans-<4,4-(2)H2>-2-(3-benzyloxybenzyl)-3-<3-benzyloxy-α,α-bis(phenylthio)>benzylbutyrolactone 
• 561302-80-5 (2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid 
• 561302-70-3 2-(3-benzyloxy-benzyl)-3-(1-tert-butoxycarbonyl-piperidin-4-yl)-succinic acid 4-benzyl ester 
• 561302-65-6 2-(3-benzyloxy-benzyl)-3-(1-tert-butoxycarbonyl-piperidin-4-yl)-succinic acid 4-benzyl ester 1-tert-butyl ester 
• 561302-72-5 4-[(S)-1-Carboxy-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-3-(3-hydroxy-phenyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 561302-73-6 4-[(1S,2R)-1-Hydroxycarbamoyl-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-3-(3-hydroxy-phenyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 561302-76-9 (2S,3R)-3-(3-Benzyloxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-piperidin-4-yl-succinamic acid benzyl ester 
• 561302-78-1 (2S,3R)-3-(3-Benzyloxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid benzyl ester 

Relevant academic research and scientific papers

Frozen Chirality of Tertiary Aromatic Amides: Access to Enantioenriched Tertiary α-Amino Acid or Amino Alcohol without Chiral Reagent

One of the fundamental and intriguing aspects of life is the homochirality of the essential molecules. In this field, the absolute asymmetric synthesis of α-amino acids is a major challenge. Herein, we report access, by chemical means, to tertiary α-amino acid derivatives in up to 96 % ee without using any chiral reagent. In our strategy, the dynamic axial chirality of tertiary aromatic amides is frozen in a crystal and is responsible for the stereoselectivity of the subsequent steps. Furthermore, we could control the configuration of the final product by manually sorting and selecting the initial crystals. Based on vibrational circular dichroism studies, we could rationalize the observed stereoselectivity.

Absolute asymmetric synthesis of tertiary α-amino acids

Frozen: The spontaneous crystallization of an achiral compound in a chiral conformation is used as the unique source of chirality in an absolute asymmetric synthesis of tertiary amino acids. The dynamic axial chirality of tertiary aromatic amides is frozen in a crystal (see picture) and is responsible for the stereoselectivity of the deprotonation/alkylation (see scheme). α-Amino acid derivatives are synthesized in up to 96% ee. Copyright

REMOVAL OF METOXYETHOXYMETHYL ETHERS WITH TRIMETHYLSILYL CHLORIDE-SODIUM IODIDE

Trimethylsilyl chloride-sodium iodide has been used for the mild removal of methoxyethoxymethyl ethers.