ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

Base Information

Chemical Name:ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate
CAS No.:179420-66-7
Molecular Formula:C₂₁H₂₃FO₄
Molecular Weight:358.41
Hs Code.:

Synonyms:ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

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Chemical Property of ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

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Technology Process of ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

There total 5 articles about ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

silica-gel: silica-gel

: 111-44-4
3-oxa-1,5-dichloropentane

: 179420-65-6
ethyl 3-benzyloxy-5-fluorophenylacetate

: 179420-66-7
ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

Guidance literature:: With sodium iodide; In hexane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield: 58.0%

: 111-44-4
3-oxa-1,5-dichloropentane

: 179420-65-6
ethyl 3-benzyloxy-5-fluorophenylacetate

: 179420-66-7
ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

Guidance literature:: ethyl 3-benzyloxy-5-fluorophenylacetate; With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.416667h;

3-oxa-1,5-dichloropentane; With sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/jm0303554

Reference yield:

: 130722-44-0
5-benzyloxy-3-fluorophenyl bromide

: 179420-66-7
ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 34 percent / NaH; CuBr / dioxane / Heating

2: 57 percent / aq. LiOH / dimethylsulfoxide / Heating

3: 58 percent / NaH; NaI; 15-crown-15 / dimethylformamide / 20 °C

With lithium hydroxide; 15-crown-15; sodium hydride; sodium iodide; copper(I) bromide; In 1,4-dioxane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-2004-831227