(4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol

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Chemical Name:(4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol
CAS No.:310882-05-4
Molecular Formula:C₁₆H₁₉F₂NO₃
Molecular Weight:311.329
Hs Code.:

Synonyms:(4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol

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Chemical Property of (4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol

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Technology Process of (4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol

There total 5 articles about (4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-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: 88.8%

: 310882-03-2
ethyl (5R-cis)- and (5R-trans)-5-(2,4-difluorophenyl)-2-oxo-5-[(1H-pyrrol-1-yl)methyl]-3-tetrahydrofurancarboxylate

: 310882-05-4
(4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-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

: 310882-05-4
(4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0 - 20 °C

1.2: 46.2 percent / dimethylformamide / 2.5 h / 50 - 60 °C

2.1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3.1: 2.61 g / NaH / dimethylformamide / 4 h / 20 °C

4.1: NaH; DMSO / 1 h / 20 °C

4.2: 70.2 percent / dimethylsulfoxide / 30 h / 75 - 80 °C

5.1: 88.8 percent / NaBH₄; LiCl / ethanol / 28 h / 20 °C

With sodium tetrahydroborate; sodium hydride; dimethyl sulfoxide; triethylamine; lithium chloride; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: deprotonation / 1.2: Ring cleavage / 2.1: mesylation / 3.1: Cyclization / 4.1: Metallation / 4.2: Ring cleavage / 5.1: Reduction;
DOI:10.1016/S0968-0896(00)00177-2

Reference yield:

: (2R)-2-(2,4-difluorophenyl)-2-[(1H-pyrrol-1-yl)methyl]oxirane

: 310882-05-4
(4R)-4-(2,4-difluorophenyl)-2-hydroxymethyl-5-(1H-pyrrol-1-yl)-1,4-pentanediol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH; DMSO / 1 h / 20 °C

1.2: 70.2 percent / dimethylsulfoxide / 30 h / 75 - 80 °C

2.1: 88.8 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