(2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate

Base Information

Chemical Name:(2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate
CAS No.:159622-46-5
Molecular Formula:C₂₈H₃₈N₂O₉
Molecular Weight:546.618
Hs Code.:

(2S,3R) benzyl 2-<N,N'-bis(tert-butoxycarbonyl)hydrazino>-3-hydroxy-4-(4-methoxyphenoxy)-butanoate

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Chemical Property of (2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate

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Technology Process of (2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate

There total 4 articles about (2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate 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: 48.0%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 159622-32-9
(R) benzyl 3-hydroxy-4-(4-methoxyphenoxy)butanoate

: 159622-46-5
(2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.) -40 deg C, 5 min -> 0 deg C, 30 min; 2.) -20 deg C -> 0 deg C;
DOI:10.1016/S0040-4020(01)89309-1

Reference yield:

: 1877-75-4
2-(4-methoxyphenoxy)acetic acid

: 159622-46-5
(2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine, N,N'-carboxyldiimidazole, 4-dimethylaminopyridine / CH₂Cl₂ / 0 deg C, 1 h; room temp., 5 h

2: toluene / 0.75 h / 85 °C

3: 69 percent / ethanol; H₂O / 30 h / baker's yeast, immobilized on calcium alignate, fermented at 29 deg C, wit sucrose

4: 48 percent / 1.) lithium di-iso-propylamide / tetrahydrofuran; hexane / 1.) -40 deg C, 5 min -> 0 deg C, 30 min; 2.) -20 deg C -> 0 deg C

With pyridine; dmap; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(01)89309-1

Reference yield:

: 646034-68-6
4-(4-Methoxy-phenoxy)-3-oxo-butyric acid

: 159622-46-5
(2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene / 0.75 h / 85 °C

2: 69 percent / ethanol; H₂O / 30 h / baker's yeast, immobilized on calcium alignate, fermented at 29 deg C, wit sucrose

3: 48 percent / 1.) lithium di-iso-propylamide / tetrahydrofuran; hexane / 1.) -40 deg C, 5 min -> 0 deg C, 30 min; 2.) -20 deg C -> 0 deg C

With lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; water; toluene;
DOI:10.1016/S0040-4020(01)89309-1