54620-78-9

Basic information

• Product Name: 6-<1-(Benzyloxy)hexyl>-5,6-dihydro-4-methoxy-2H-pyran-2-one
• Synonyms: 6-<1-(Benzyloxy)hexyl>-5,6-dihydro-4-methoxy-2H-pyran-2-one
• CAS NO: 54620-78-9
• Molecular Weight: 304.386
• Mol File: 54620-78-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 6-<1-(Benzyloxy)hexyl>-5,6-dihydro-4-methoxy-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-<1-(Benzyloxy)hexyl>-5,6-dihydro-4-methoxy-2H-pyran-2-one(54620-78-9)
• EPA Substance Registry System: 6-<1-(Benzyloxy)hexyl>-5,6-dihydro-4-methoxy-2H-pyran-2-one(54620-78-9)

Safety Data

• Hazardous Substances Data: 54620-78-9(Hazardous Substances Data)

Upstream product

• 110320-68-8 methyl 2-benzyloxyhexanoate 
• 66832-04-0 methyl 6-benzyloxy-5-hydroxy-3-oxodecanoate 
• 141554-36-1 2-(benzyloxy)hexan-1-ol 
• 100-39-0 benzyl bromide 
• 70326-39-5 α-benzyloxyhexanal 
• 68756-64-9 2-hydroxyhexanoic acid methyl ester 
• 636-36-2 rac-2-hydroxyhexanoic acid 
• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 
• 77-78-1 dimethyl sulfate 
• 90857-62-8 ((E)-1,3-Dimethoxy-buta-1,3-dienyloxy)-trimethyl-silane 
• 54620-76-7 (R)-6-Benzyloxy-5-hydroxy-dec-2-ynoic acid 
• 54620-77-8 methyl (5R, 6RS)-6-benzyloxy-5-hydroxy-2-decyonate 
• 136850-73-2 (1S^*,6S^*)-6-(1-benzyloxypentyl)-3,4,5,6-tetrahydropyran-2,4-dione 
• 54620-75-6 (1-Vinyl-pentyloxymethyl)-benzene 

Downstream Products

• 34565-32-7 (+/-) epi-pestalotin 
• 52305-12-1 (6R,1'R)-(+)-5,6-dihydro-6-(1'-hydroxypentyl)-4-methoxy-pyran-2-one 
• 34565-32-7 (6R, 1'S)-(+)-epipestalotin 

Relevant articles and documents

High Diastereoselection in the Aldol Reaction of the Bistrimethylsilyl Enol Ether of Methyl Acetoacetate with 2-Benzyloxyhexanal: Synthesis of (-)-Pestalotin

Aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate, compound 2, with 2-benzyloxyhexanal 3c affords highly selectively (99:1) the syn-aldol adduct 4c in the presence of titanium tetrachloride.The stereocontrolled synthesis of (-)-pestalotin 7 has been achieved.

Asymmetric Hetero-Diels-Alder Reaction of α-Alkoxy Aldehydes with Activated Dienes. The Scope of Lewis Acid Chelation-Controlled Cycloadditions

The cycloaddition reactions of various α-alkoxy aldehydes with 1,3-dimethoxy-1--1,3-butadiene (Brassard's diene, 2) were performed under the Lewis acid catalysis of Eu(hfc)3, magnesium dibromide, or diethylaluminum chloride.Moderate to high diastereoselectivities were observed with Eu(hfc)3 and magnesium dibromide.Evidence from reactions of Eu(hfc)3 and magnesium dibromide catalysis indicated a possible "chelation-control" pathway.Lewis acid catalysis from diethylaluminum chloride provides products with moderate to high diastereoselectivity.The mechanistic pathway with catalysis by diethylaluminum chloride was less clear.A possible mechanism based upon a "Cram" addition is considered.

High Threo Diastereoselectivity via Europium(III)-Catalyzed Cyclocondensation of a Siltloxy Diene with α-Alkoxy Aldehydes. Synthesis of (-)-Pestalotin

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