88454-96-0

Upstream product

• 88454-94-8 1,4-Di-O-benzyl-2,3-bis-O-<2-<2-(2-tetrahydropyranyloxy)ethoxy>ethyl>-L-threitol 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 
• 88454-94-8 C₃₆H₅₄O₁₀ 
• 14679-55-1 DL-1,4-Dibenzyloxy-2,3-butandiol 

Downstream Products

• 88455-02-1 (2R,3R,11R,12R)-N,N,N'N'-Tetraoctyl-11,12-bis<(benzyloxy)methyl>-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxamide 
• 88454-99-3 (2R,3R,11R,12R)-N,N,N',N'-Tetramethyl-11,12-bis<(benzyloxy)methyl>-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxamide 
• 88455-01-0 (2R,3R,11S,12S)-11,12-Bis-benzyloxymethyl-1,4,7,10,13,16-hexaoxa-cyclooctadecane-2,3-dicarbonyl dichloride 
• 88455-00-9 (2R,3R,11S,12S)-11,12-Bis-benzyloxymethyl-1,4,7,10,13,16-hexaoxa-cyclooctadecane-2,3-dicarboxylic acid 
• 88454-98-2 (7S,8S)-7,8-bis((benzyloxy)methyl)-1,14-diiodo-3,6,9,12-tetraoxatetradecane 
• 124414-51-3 (S,S)-7,8-Bis(benzyloxymethyl)-1,14-bis(p-tolylsulfonyloxy)-3,6,9,12-tetraoxatetradecan 
• 88454-97-1 (7S,8S)-7,8-bis((benzyloxy)methyl)-1,14-dichloro-3,6,9,12-tetraoxatetradecane 

Relevant academic research and scientific papers

Synthesis of New Optically Active Crown Ethers

Optically active crown ethers 1a-11, 2, 3a,b, 4a,b, 5a,b and the analogue 6 are synthesized.The efficiency of these compounds as phase-transfer catalysts for a series of enantioselective reactions will be tested.This will be described in a following publication. Key Words: Crown ethers, chiral, optically active / Phase transfer catalysts

Phase-Transfer-Catalyzed Synthesis of Oligoethylene Glycols and Derivatives

An efficient, two-step synthetic method for the addition of ethyleneoxy units to diols is reported.Reaction of HOROH with Cl(CH2CH2O)nTHP and 50percent aqueous NaOH in the presence of a phase-transfer catalyst gives THP(OCH2CH2)nORO(CH2CH2O)nTHP from which the protecting groups are readily removed to provide H(OCH2CH2)nORO(CH2CH2O)n in good-to-excellent yields.The influence of reactant diol structure upon yield has been determined.

Synthesis of Lipophilic 18-Crown-6 Diacids for the Membrane Transport of Alkaline-Earth Cations

The synthesis of three different types of lipophilic 18-crown-6 diacids is described.A didecyl crown ether 2,3-diacid (1) was prepared as a minor product from a diiodide precursor (12) and threo-11,12-docosanediol by thallous ethoxide cyclization.The major nonpolymeric products resulted from elimination followed by cyclization to give 15-crown-5-derivatives.A crown ether 11,12-diamide 2,3-diacid (4) was prepared by a similar route involving cyclization of a benzyl protected precursor (26) and N,N,N',N'-tetramethyltartaramide (9).Isomeric syn and anti 2,11(12)-diamide 3,12(11)-diacid derivatives 6 and 7 were prepared from the known crown ether bisanhydride 8 and alkylamines.The product mixture was separated by chromatography, and the isomers were identified by comparison of acidity and stability constants for complexation with those of closely related syn/anti crown ether acids.