tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

Base Information

Chemical Name:tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate
CAS No.:951127-23-4
Molecular Formula:C₁₇H₂₂F₃NO₅
Molecular Weight:377.361
Hs Code.:

Synonyms:tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

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Chemical Property of tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

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Technology Process of tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

There total 9 articles about tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate 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:

: 951127-22-3
tert-butyl [(2R,3S)-5-methylene-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

: 951127-23-4
tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

Guidance literature:: With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; tert-butyl alcohol; In acetone; at 20 ℃; for 48h;

Reference yield:

: 88419-56-1
2,4,5-trifluorobenzoyl chloride

: 951127-23-4
tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Cooling with ice

2.1: sodium hydride / N,N-dimethyl-formamide; hexane; mineral oil / 2.5 h / 20 °C / Inert atmosphere

2.2: 0 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 60 °C

4.1: sodium tetrahydroborate / isopropyl alcohol; chloroform / 0.5 h / 20 °C

4.2: 1.75 h

5.1: ChiralCel OD / isopropyl alcohol; n-heptane / Resolution of racemate

6.1: hydrogenchloride; zinc / ethanol / 1 h

7.1: dichloromethane / 2.5 h / 20 °C

8.1: osmium(VIII) oxide / water; tert-butyl alcohol; acetone / 0.17 h / 20 °C

8.2: 48 h

With hydrogenchloride; sodium tetrahydroborate; osmium(VIII) oxide; sodium hydride; N-ethyl-N,N-diisopropylamine; zinc; In ethanol; hexane; n-heptane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol; acetone; mineral oil; tert-butyl alcohol;

Reference yield:

: 951127-18-7
3-methylene-5-nitro-6-(2,4,5-trifluorophenyl)-3,4-dihydro-2H-pyran

: 951127-23-4
tert-butyl [(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / isopropyl alcohol; chloroform / 0.5 h / 20 °C

1.2: 1.75 h

2.1: ChiralCel OD / isopropyl alcohol; n-heptane / Resolution of racemate

3.1: hydrogenchloride; zinc / ethanol / 1 h

4.1: dichloromethane / 2.5 h / 20 °C

5.1: osmium(VIII) oxide / water; tert-butyl alcohol; acetone / 0.17 h / 20 °C

5.2: 48 h

With hydrogenchloride; sodium tetrahydroborate; osmium(VIII) oxide; zinc; In ethanol; n-heptane; dichloromethane; chloroform; water; isopropyl alcohol; acetone; tert-butyl alcohol;