220235-72-3

Basic information

• Product Name: (3S,5S,7S)-1-((4-methoxybenzyl)oxy)adamantane
• Synonyms: (3S,5S,7S)-1-((4-methoxybenzyl)oxy)adamantane
• CAS NO: 220235-72-3
• Molecular Weight: 272.387
• Mol File: 220235-72-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3S,5S,7S)-1-((4-methoxybenzyl)oxy)adamantane(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,5S,7S)-1-((4-methoxybenzyl)oxy)adamantane(220235-72-3)
• EPA Substance Registry System: (3S,5S,7S)-1-((4-methoxybenzyl)oxy)adamantane(220235-72-3)

Safety Data

• Hazardous Substances Data: 220235-72-3(Hazardous Substances Data)

Upstream product

• 768-95-6 1-adamanthanol 
• 824-94-2 p-methoxybenzyl chloride 
• 56916-85-9 N-[(4-methoxyphenyl)methyl]adamantan-1-amine 
• 768-94-5 1-Adamantanamine 
• 100867-01-4 (4-methoxybenzyl)(4-nitrophenyl)sulfane 

Downstream Products

• 768-95-6 1-adamanthanol 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

Preparation of Alkyl Ethers with Diallyltriazinedione-Type Alkylating Agents (ATTACKs-R) Under Acid Catalysis

Diallyltriazinedione-type acid-catalyzed alkylating agents (ATTACKs-R) with 10 different alkyl groups (R), including benzyl, substituted benzyl, allyl, and methyl groups were synthesized. The palladium-catalyzed intramolecular O-to-N allylic rearrangement of 2,4-bis(allyloxy)-6-chloro-1,3,5-triazine was developed to introduce various alkoxy groups into the N,N′-dialkylated triazinedione skeleton. O-Alkylation of alcohols with ATTACKs-R was carried out in 1,4-dioxane in the presence of 2,6-di-tert-butylpyridinium trifluoromethanesulfonate or trifluoromethanesulfonic acid as a catalyst. Six selected ATTACKs-R bearing benzylic R groups were employed to prepare alkyl ethers from primary, secondary, and tertiary alcohols. The reactions of ATTACKs-R bearing an o-nitro-substituted benzyl group tended to afford low yields. Comparison of four different triazinedione-based benzylating reagents suggested that the N,N′-substituents affected the reactivity.