2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

Base Information

Chemical Name:2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate
CAS No.:191408-24-9
Molecular Formula:C₂₁H₂₄O₄
Molecular Weight:340.419
Hs Code.:

Synonyms:2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

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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 2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

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Technology Process of 2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

There total 4 articles about 2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate 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: 73.0%

: 4392-24-9
Cinnamyl bromide

: 147849-60-3
Methyl (S)-4-(benzyloxy)-3-hydroxybutanoate

: 191408-24-9
2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

Guidance literature:: With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; ammonium chloride; diisopropylamine; In tetrahydrofuran; hexane;

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 191408-24-9
2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi, HMPA, 2.) NBS, aq. NaHCO₃ / 1.) THF

2: 1.) LDA, 2.) TMEDA / 1.) THF, from -45 to -20 deg C, 1.5 h, 2.) THF, from -45 to -20 deg C, 3 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hydrogencarbonate; lithium diisopropyl amide;
DOI:10.1016/S0960-894X(99)00215-2

Reference yield:

: 82859-39-0
trans-cinnamyl iodide

: 147849-60-3
Methyl (S)-4-(benzyloxy)-3-hydroxybutanoate

: (E)-(S)-2-((S)-2-Benzyloxy-1-hydroxy-ethyl)-5-phenyl-pent-4-enoic acid methyl ester

: 191408-24-9
2R,3S-Methyl 4-benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyrate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide; Yield given; Multistep reaction. Yields of byproduct given; 1.) THF, from -45 to -20 deg C, 1.5 h, 2.) THF, from -45 to -20 deg C, 3 h;
DOI:10.1016/S0960-894X(99)00215-2