(E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

Base Information

Chemical Name:(E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene
CAS No.:184691-00-7
Molecular Formula:C₃₆H₆₂O₅Si₃
Molecular Weight:659.142
Hs Code.:

Synonyms:(E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

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Chemical Property of (E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

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Technology Process of (E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

There total 4 articles about (E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene 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: 83.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 184690-99-1
(E)-(2R,3S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-3-methoxymethoxy-hex-4-en-2-ol

: 184691-00-7
(E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.666667h;
DOI:10.1021/jo961671b

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 184691-00-7
(E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

Guidance literature:: Multi-step reaction with 2 steps

1: InCl₃ / ethyl acetate / -78 deg C to room temperature

2: 83 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

With 2,6-dimethylpyridine; indium(III) chloride; In dichloromethane; ethyl acetate;
DOI:10.1021/jo961671b

Reference yield:

: 138499-16-8
2-[(tert-butyldiphenylsilyl)oxy]ethanol

: 184691-00-7
(E,4S,5R)-1,5-(bis(tert-butyldimethylsilyl)oxy)-6-[(tert-butyldiphenylsilyl)oxy]-4-(methoxymethoxy)-4-hexene

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) -78 deg C to room temperature

2: InCl₃ / ethyl acetate / -78 deg C to room temperature

3: 83 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

With 2,6-dimethylpyridine; indium(III) chloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; ethyl acetate;
DOI:10.1021/jo961671b