113956-83-5

Basic information

• Product Name: (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3-methylpentanoic acid
• Synonyms: (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3-methylpentanoic acid
• CAS NO: 113956-83-5
• Molecular Weight: 370.564
• Mol File: 113956-83-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3-methylpentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3-methylpentanoic acid(113956-83-5)
• EPA Substance Registry System: (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3-methylpentanoic acid(113956-83-5)

Safety Data

• Hazardous Substances Data: 113956-83-5(Hazardous Substances Data)

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 104855-40-5 benzyl (2S,3S)-2-acetoxy-3-methylpentanoate 
• 113956-81-3 benzyl (2R,3S)-2-formyloxy-3-methylpentanoate 
• 104973-58-2 (2S,3S)-2-(acetyloxy)-3-methylpentanoic acid 
• 40297-93-6 (S)-2-Hydroxy-(S)-3-methylpentanoic acid benzyl ester 
• 113956-82-4 benzyl (2R,3S)-2-hydroxy-3-methylpentanoate 
• 104881-82-5 Benzyl (2R)-(tert-Butyldiphenylsilyloxy)-(3S)-methylpentanoate 
• 488-15-3 (2S,3S)-2-Hydroxy-3-methylpentanoic acid 
• 73-32-5 L-isoleucine 

Downstream Products

• 104855-42-7 (2E,4E,6Z)-(R)-8-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pentanoyloxy]-8-((S)-2-methyl-oxiranyl)-octa-2,4,6-trienoic acid methyl ester 
• 114029-77-5 Methyl (9S),10-Epoxy-(8R)-((2'R)-tert-butyldiphenylsilyloxy-(3'S)-methylpentanoyloxy)-9-methyl-deca-(E,E,E)-trienoate 

Relevant articles and documents

Synthesis of brassinosteroids of varying acyl side chains and evaluation of their brassinolide-like activity

Brassinosteroids containing various side chain moieties were synthesized and their activity was determined as the reciprocal logarithm of the ED 50 (50% effective dose per plant in moles) in the rice lamina inclination assay using synergist indole-3-acetic acid (IAA). The introduction of a hydroxyl group in the α-position to the carbonyl group of the ester structure significantly enhanced the activity. 2α,3α-Dihydroxy- 17β-[(2R,3S)-2-hydroxy-3-methylpentanoyl]oxy-B-homo-7-oxa-5α- androstan-6-one showed the highest activity, for which the pED50 was determined to be 10.5 under synergistic conditions with IAA. Under identical conditions, the pED50 values of brassinolide and castasterone were determined to be 13.6 and 12.3 respectively. With respect to the α-carbon of the acyl moiety, the R-form was 10 times more potent than the corresponding S-form. Substituting the terminal structure (Et) of the side chain to that of the most potent compound, brassinolide (i-Pr), did not increase the activity.