(4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

Base Information

Chemical Name:(4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol
CAS No.:310882-06-5
Molecular Formula:C₁₉H₂₂F₂O₄
Molecular Weight:352.378
Hs Code.:

Synonyms:(4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

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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 (4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

Chemical Property:

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Technology Process of (4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

There total 6 articles about (4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol 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: 94.8%

: 310882-04-3
ethyl (5R-cis)- and (5R-trans)-5-benzyloxymethyl-5-(2,4-difluorophenyl)-2-oxo-3-tetrahydrofurancarboxylate

: 310882-06-5
(4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In ethanol; at 20 ℃; for 28h;
DOI:10.1016/S0968-0896(00)00177-2

Reference yield:

: 141113-37-3
(S)-(2-(2,4-difluorophenyl)oxiran-2-yl)methanol

: 310882-06-5
(4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 6.22 g / pyridinium p-toluenesulfonate / CH₂Cl₂ / 20 °C

2.1: NaH / tetrahydrofuran / 24 h / 50 - 60 °C

2.2: 6.36 g / p-toluenesulfonic acid monohydrate / methanol / 0.5 h / 20 °C

3.1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

4.1: 5.15 g / NaH / dimethylformamide / 4 h / 20 °C

5.1: NaH; DMSO / 1 h / 20 °C

5.2: 85.9 percent / dimethylsulfoxide / 30 h / 75 - 80 °C

6.1: 94.8 percent / NaBH₄; LiCl / ethanol / 28 h / 20 °C

With sodium tetrahydroborate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Addition / 2.1: Ring cleavage / 2.2: methanolysis / 3.1: mesylation / 4.1: Cyclization / 5.1: Metallation / 5.2: Ring cleavage / 6.1: Reduction;
DOI:10.1016/S0968-0896(00)00177-2

Reference yield:

: (2R)-benzyloxymethyl-2-(2,4-difluorophenyl)oxirane

: 310882-06-5
(4R)-5-benzyloxy-4-(2,4-difluorophenyl)-2-hydroxymethyl-1,4-pentanediol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH; DMSO / 1 h / 20 °C

1.2: 85.9 percent / dimethylsulfoxide / 30 h / 75 - 80 °C

2.1: 94.8 percent / NaBH₄; LiCl / ethanol / 28 h / 20 °C

With sodium tetrahydroborate; sodium hydride; dimethyl sulfoxide; lithium chloride; In ethanol; 1.1: Metallation / 1.2: Ring cleavage / 2.1: Reduction;
DOI:10.1016/S0968-0896(00)00177-2