4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran

Base Information

Chemical Name:4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran
CAS No.:179420-68-9
Molecular Formula:C19H21FO3
Molecular Weight:316.372
Hs Code.:
DSSTox Substance ID:DTXSID601166689

Synonyms:SCHEMBL7814703;AVPGJIYVDXBRBG-UHFFFAOYSA-N;DTXSID601166689;4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran;179420-68-9;4-[3-Fluoro-5-(phenylmethoxy)phenyl]tetrahydro-2H-pyran-4-methanol;4-[3-(Benzyloxy)-5-fluorophenyl]-4hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran

Suppliers and Price of 4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran

Chemical Property:

XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:316.14747269
Heavy Atom Count:23
Complexity:351

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1COCCC1(CO)C2=CC(=CC(=C2)F)OCC3=CC=CC=C3

Technology Process of 4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran

There total 5 articles about 4-[3-(Benzyloxy)-5-fluorophenyl]-4-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran 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: 94.0%

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

: 179420-68-9
4-hydroxymethyl-4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 0.333333h;
DOI:10.1021/jm0303554

Reference yield:

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

: 179420-68-9
4-hydroxymethyl-4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dioxane / 0 °C

1.2: 34 percent / CuBr / dioxane / 4.5 h / Heating

2.1: aq. LiCl / dimethylsulfoxide / 5 °C / Heating

3.1: NaH; 15-crown-5 / dimethylformamide / 0.42 h / 20 °C

3.2: 58 percent / NaI / dimethylformamide / 24 h / 20 °C

4.1: 94 percent / LiAlH₄ / diethyl ether / 0.33 h / 20 °C

With lithium aluminium tetrahydride; 15-crown-5; sodium hydride; lithium chloride; In 1,4-dioxane; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm0303554

Reference yield:

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

: 179420-68-9
4-hydroxymethyl-4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH; 15-crown-5 / dimethylformamide / 0.42 h / 20 °C

1.2: 58 percent / NaI / dimethylformamide / 24 h / 20 °C

2.1: 94 percent / LiAlH₄ / diethyl ether / 0.33 h / 20 °C

With lithium aluminium tetrahydride; 15-crown-5; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jm0303554