methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

Base Information

Chemical Name:methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate
CAS No.:1379677-68-5
Molecular Formula:C₂₃H₃₈O₄Si
Molecular Weight:406.638
Hs Code.:

Synonyms:methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

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Chemical Property of methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

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Technology Process of methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

There total 3 articles about methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate 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: 74.0%

: 1379677-58-3
methyl (2E,5S,6R)-6-(benzyloxy)-5-hydroxy-7-methyloct-2-enoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1379677-68-5
methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 144h; Inert atmosphere;
DOI:10.1021/ol300738f

Reference yield:

: 623-43-8
crotonic acid methyl ester

: 1379677-68-5
methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: aluminum tris(2,6-di-2-naphthylphenoxide) / toluene / 0.33 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

1.3: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 144 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; aluminum tris(2,6-di-2-naphthylphenoxide); In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol300738f

Reference yield:

: 96925-01-8,110840-39-6,149342-56-3,84994-60-5
(R)-2-(benzyloxy)-3-methylbutanal

: 1379677-68-5
methyl (2E,5S,6R)-6-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-7-methyloct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: aluminum tris(2,6-di-2-naphthylphenoxide) / toluene / 0.33 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

1.3: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 144 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; aluminum tris(2,6-di-2-naphthylphenoxide); In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol300738f