137281-40-4

Basic information

• Product Name: (-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate
• Synonyms: (-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate
• CAS NO: 137281-40-4
• Molecular Weight: 305.417
• Mol File: 137281-40-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate(137281-40-4)
• EPA Substance Registry System: (-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate(137281-40-4)

Safety Data

• Hazardous Substances Data: 137281-40-4(Hazardous Substances Data)

Upstream product

• 203806-58-0 Acetic acid [(2S,3R)-1-(4-methoxy-phenyl)-4-oxo-3-triisopropylsilanyloxy-azetidin-2-yl]-phenyl-methyl ester 
• 203806-60-4 (2R,3S)-3-tert-Butoxycarbonylamino-4-phenyl-2-triisopropylsilanyloxy-butyric acid methyl ester 
• 203806-57-9 (2S,3R)-2-Benzyl-4-oxo-3-triisopropylsilanyloxy-azetidine-1-carboxylic acid tert-butyl ester 
• 203806-59-1 (3R,4S)-4-Benzyl-1-(4-methoxy-phenyl)-3-triisopropylsilanyloxy-azetidin-2-one 
• 100-58-3 phenylmagnesium bromide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 98760-08-8 (2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 203806-66-0 (4S,5S)-4-Benzyl-5-but-3-enyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis of anti-1,3 Amino Alcohol Motifs via Pd(II)/SOX Catalysis with the Capacity for Stereodivergence

We report the development of a Pd(II)/(±)-MeO-SOX/2,5-dimethylbenzoquinone system that enables unprecedented access to anti-1,3 amino alcohol motifs in good yields (33 substrates, avg. 66% isolated yield, >20:1 dr) and high selectivities (avg. 10:1 dr). Switching ligands to (±)-CF3-SOX with the use of a less bulky quinone oxidant, the kinetic syn-1,3 amino alcohol motif can be accessed in comparable yields and selectivities. Advantages of the stereodivergent nature of this reaction are seen in the synthesis of anti- and syn-1,3 amino alcohol vitamin D3 analogue intermediates in half the steps and higher overall yield relative to previous routes. Additionally, all eight possible stereoisomers of a chiral diamino alcohol core are generated from two amino acids. Mechanistic studies reveal that the anti-isomer is furnished through concurrent Pd(II)(SOX) catalyzed C-H amination and Pd(0)(SOX) catalyzed isomerization cycles.