methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

Base Information

Chemical Name:methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate
CAS No.:332844-02-7
Molecular Formula:C₃₅H₄₈O₈Si
Molecular Weight:624.847
Hs Code.:

Synonyms:methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

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Chemical Property of methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

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Technology Process of methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

There total 5 articles about methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate 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: 80.0%

: 332843-99-9
methyl (3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-5-(2-trimethylsilylethoxy)methoxyhexanoate

: 74-88-4
methyl iodide

: 332844-02-7
methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

Guidance literature:: methyl (3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-5-(2-trimethylsilylethoxy)methoxyhexanoate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -60 - -10 ℃; Inert atmosphere;

methyl iodide; With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2010.04.129

Reference yield:

: 332843-95-5
methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxybutanoate

: 332844-02-7
methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / i-Pr₂NEt

2.1: DIBAL-H

3.1: TPAP; NMO; 4 Angstroem sieves

4.1: LDA; MgBr₂

4.2: MeONa / methanol

5.1: 79 percent / LDA; TMEDA

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; magnesium bromide; lithium diisopropyl amide; 4.1: Aldol addition;
DOI:10.1016/S0040-4039(00)02260-7

Reference yield:

: 332843-98-8
methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-(2-trimethylsilylethoxy)methoxybutanal

: 332844-02-7
methyl (2R,3R,5S)-6-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxy-2-methyl-5-(2-trimethylsilylethoxy)methoxyhexanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA; MgBr₂

1.2: MeONa / methanol

2.1: 79 percent / LDA; TMEDA

With N,N,N,N,-tetramethylethylenediamine; magnesium bromide; lithium diisopropyl amide; 1.1: Aldol addition;
DOI:10.1016/S0040-4039(00)02260-7