(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

Base Information

Chemical Name:(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate
CAS No.:1426318-85-5
Molecular Formula:C₂₄H₂₉F₃O₅
Molecular Weight:454.486
Hs Code.:

Synonyms:(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

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Chemical Property of (2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

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Technology Process of (2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

There total 8 articles about (2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate 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: 65.0%

: 329366-69-0
(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-ol

: 20445-33-4,39637-99-5
(R)-methoxytrifluoromethylphenylacetyl chloride

: 1426318-85-5
(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 18 ℃; for 16h; Inert atmosphere;
DOI:10.3987/COM-12-12597

Reference yield:

: 116652-76-7
Weinreb amide of (S)-3-benzyloxy-2-methylpropionic acid

: 1426318-85-5
(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: vinyl magnesium bromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.1: zinc borohydride / dichloromethane; diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

3.1: potassium hydride / tetrahydrofuran; mineral oil / 0.25 h / 18 °C / Inert atmosphere

3.2: 0.25 h / 0 - 18 °C / Inert atmosphere

4.1: ozone / dichloromethane / 1 h / -78 °C

4.2: 0.5 h / -30 - 18 °C

5.1: titanium tetrachloride / dichloromethane / 0.08 h / -78 °C

5.2: 0.25 h / -78 °C

5.3: -78 - 18 °C

6.1: triethylamine; dmap / dichloromethane / 16 h / 0 - 18 °C / Inert atmosphere

With dmap; zinc borohydride; vinyl magnesium bromide; titanium tetrachloride; potassium hydride; ozone; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; mineral oil;
DOI:10.3987/COM-12-12597

Reference yield:

: 74924-27-9
methyl (S)-3-benzyloxy-2-methylpropanoate

: 1426318-85-5
(2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-yl (2S)-2-methoxy-2-phenyl-2-trifluoromethylacetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere

2.1: vinyl magnesium bromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.1: zinc borohydride / dichloromethane; diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

4.1: potassium hydride / tetrahydrofuran; mineral oil / 0.25 h / 18 °C / Inert atmosphere

4.2: 0.25 h / 0 - 18 °C / Inert atmosphere

5.1: ozone / dichloromethane / 1 h / -78 °C

5.2: 0.5 h / -30 - 18 °C

6.1: titanium tetrachloride / dichloromethane / 0.08 h / -78 °C

6.2: 0.25 h / -78 °C

6.3: -78 - 18 °C

7.1: triethylamine; dmap / dichloromethane / 16 h / 0 - 18 °C / Inert atmosphere

With dmap; zinc borohydride; vinyl magnesium bromide; isopropylmagnesium chloride; titanium tetrachloride; potassium hydride; ozone; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; mineral oil;
DOI:10.3987/COM-12-12597