(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

Base Information

Chemical Name:(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate
CAS No.:1351977-05-3
Molecular Formula:C₃₁H₅₈O₆Si₂
Molecular Weight:582.969
Hs Code.:

Synonyms:(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

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Chemical Property of (3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

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Technology Process of (3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

There total 11 articles about (3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate 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: 85.0%

: 1351977-19-9
(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-3-hydroxy-7-(4-methoxybenzyloxy)-4,4-dimethylheptanoate

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1351977-05-3
(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -40 - 20 ℃; for 1.5h;
DOI:10.1002/chem.201302197

Reference yield:

: C₂₅H₄₄O₆Si

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1351977-05-3
(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

: C₃₁H₅₈O₆Si₂

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -40 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol203130b

Reference yield:

: 1351977-03-1
C₂₃H₄₀O₅Si

: 1351977-05-3
(3S,5S)-ethyl-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-4,4-dimethyl-3-(triethylsilyloxy)heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; 3-benzyl-4,5-dimethylthiazol-3-ium chloride / dichloromethane / 20 - 30 °C

3: 2,6-dimethylpyridine / dichloromethane / 1.5 h / -40 - 20 °C

With 2,6-dimethylpyridine; sodium hydrogencarbonate; Dess-Martin periodane; 3-benzyl-4,5-dimethylthiazol-3-ium chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/chem.201302197