912805-56-2

Basic information

• Product Name: isobutyl (3R)-5-benzyloxy-3-hydroxypentanoate
• Synonyms: isobutyl (3R)-5-benzyloxy-3-hydroxypentanoate
• CAS NO: 912805-56-2
• Molecular Weight: 280.364
• Mol File: 912805-56-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: isobutyl (3R)-5-benzyloxy-3-hydroxypentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: isobutyl (3R)-5-benzyloxy-3-hydroxypentanoate(912805-56-2)
• EPA Substance Registry System: isobutyl (3R)-5-benzyloxy-3-hydroxypentanoate(912805-56-2)

Safety Data

• Hazardous Substances Data: 912805-56-2(Hazardous Substances Data)

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 106064-33-9 isobutyl 5-(benzyloxy)-3-oxopentanoate 

Downstream Products

• 912805-73-3 C₆₀H₁₁₈O₁₀Si₅ 
• 912805-58-4 2-{1-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-butyl]-2-methyl-but-3-enyloxy}-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan 
• 912805-57-3 (3S,4S,6R)-(-)-8-(benzyloxy)-6-(tert-butyldimethylsilyloxy)-3-methyloct-1-en-4-ol 
• 124010-06-6 (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal 

Relevant articles and documents

Synthetic studies of complex immunostimulants from Quillaja saponaria: Synthesis of the potent clinical immunoadjuvant QS-21Aapi

QS-21 is one of the most promising new adjuvants for immune response potentiation and dose-sparing in vaccine therapy given its exceedingly high level of potency and its favorable toxicity profile. Melanoma, breast cancer, small cell lung cancer, prostate cancer, HIV-1, and malaria are among the numerous maladies targeted in more than 80 recent and ongoing vaccine therapy clinical trials involving QS-21 as a critical adjuvant component for immune response augmentation. QS-21 is a natural product immunostimulatory adjuvant, eliciting both T-cell- and antibody-mediated immune responses with microgram doses. Herein is reported the synthesis of QS-21 Aapi in a highly modular strategy, applying novel glycosylation methodologies to a convergent construction of the potent saponin immunostimulant. The chemical synthesis of QS-21 offers unique opportunities to probe its mode of biological action through the preparation of otherwise unattainable nonnatural saponin analogues.