103202-63-7

Basic information

• Product Name: (1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol
• Synonyms: (1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol
• CAS NO: 103202-63-7
• Molecular Weight: 230.423
• Mol File: 103202-63-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol(103202-63-7)
• EPA Substance Registry System: (1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol(103202-63-7)

Safety Data

• Hazardous Substances Data: 103202-63-7(Hazardous Substances Data)

Usage

Description

(1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol is a cyclohexane derivative with a molecular formula of C12H26OSi. It features a hydroxyl group and a tert-butyldimethylsilyl (TBDMS) ether moiety. The TBDMS group serves as a protecting group for alcohols in organic chemistry, allowing for the prevention of unwanted reactions and facilitating specific transformations.

Uses

Used in Organic Synthesis:
(1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol is used as a building block in organic synthesis for the production of various pharmaceuticals, agrochemicals, and other fine chemicals. Its unique structure and the protective TBDMS group make it a valuable intermediate in the synthesis of complex organic molecules.
Used in Novel Material Creation:
(1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol is also utilized in the development of novel materials, where its cyclohexane core and TBDMS protecting group can contribute to the formation of new polymers, coatings, or other advanced materials with specific properties.
Used in Academic Research:
(1r,4r)-4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol is employed in academic research within the fields of organic chemistry and chemical biology. It serves as a model compound for studying reaction mechanisms, exploring new synthetic routes, and understanding the properties of TBDMS-protected alcohols in various chemical contexts.

Upstream product

• 108-48-5 2,6-dimethylpyridine 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 556-48-9 1,4-Cyclohexanediol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 6995-79-5 cyclohexane-1,4-diol 

Downstream Products

• 141087-91-4 (E)-Ethyl 3-[cis-(4-tert-Butyldimethylsilyloxycyclohexyl)]-2-methylprop-2-enoate 
• 1160655-91-3 cis-2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxy]-5-chloro-benzoic acid methyl ester 

Relevant articles and documents

QUINOXALINONE COMPOUNDS, COMPOSITIONS, METHODS, AND KITS FOR INCREASING GENOME EDITING EFFICIENCY

Compounds, methods of editing a target genomic region(s), methods of repairing of a DNA break via a HDR pathway, methods of inhibiting or suppressing repair of a DNA break via a NHEJ pathway, and methods of modifying expression of a gene(s) or protein(s) comprise administering to one or more cells that include one or more target genomic regions, a genome editing system and a DNA protein-kinase (DNA-PK) inhibitor disclosed herein. Kits and compositions for editing a target gene comprise a genome editing system and a DNA-PK inhibitor disclosed herein.

Synthesis and immunological evaluation of a low molecular weight saccharide with TLR-4 agonist activity

The paucity of FDA approved adjuvants renders the synthesis, characterization, and use of new compounds as vaccine adjuvants, a necessity. For this purpose, a novel saccharide analog has been synthesized from glucosamine, pyruvylated galactose and 1,4-cyclohexanediol and its biological efficacy was determined in innate immune cells. More specifically, we assessed the production of pro-inflammatory cytokines from the murine monocyte cell line, Raw 264.7 and from C57 BL/6 mouse peritoneal macrophages following exposure to the saccharide analog. Our data conclude that the novel saccharide has immunostimulatory activity on mouse macrophages as indicated by the elevated levels of IL-6 and TNF-α in culture supernatants. This effect was TLR-4-dependent but TLR-2-independent. Our data, suggest TLR-4 agonism; a key feature of vaccine adjuvants.

Hexanes/acetonitrile: A binary solvent system for the efficient monosilylation of symmetric primary and secondary diols

Symmetric diols are useful compounds in the synthesis of natural products, their value often dependent on their successful monoprotection. A general and simple method for the monosilylation of symmetrical primary and secondary diols is reported. The metho