(3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

Base Information

Chemical Name:(3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene
CAS No.:147121-94-6
Molecular Formula:C₂₆H₃₆O₃Si
Molecular Weight:424.656
Hs Code.:

Synonyms:(3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

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Chemical Property of (3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

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Technology Process of (3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

There total 1 articles about (3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene 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: 87.0%

: 88424-95-7
2,3-O-isopropylidene-1-C-<(1S)-1-methylprop-2-enyl>-D-erythro-glycerol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 147121-94-6
(3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃; for 12h;
DOI:10.1021/jo00060a036

Reference yield:

: 147121-94-6
(3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

: 147121-96-8
(4S,4'S,5'S,6'R)-3-<5'-<(tert-Butyldiphenylsilyl)oxy>-6',7'-O-isopropylidene-4'-methylheptanoyl>-4-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1) O₃/O₂, 2) PPh₃ / 1) MeOH, CH₂Cl₂, -78 deg C, 2) r.t., 2 h

2: 89 percent / LiCl, i-Pr₂NEt / acetonitrile / 48 h / 25 °C

3: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 16 h / 25 °C

With hydrogen; oxygen; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; palladium on activated charcoal; In ethyl acetate; acetonitrile;
DOI:10.1021/jo00060a036

Reference yield:

: 147121-94-6
(3S,4S,5R)-4-<(tert-Butyldiphenylsilyl)oxy>-5,6-O-isopropylidene-3-methylhex-1-ene

: 147121-95-7
(2'E,4S,4'R,5'S,6'R)-3-<5'-<(tert-Butyldiphenylsilyl)oxy>-6',7'-O-isopropylidene-4'-methylhept-2'-enoyl>-4-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1) O₃/O₂, 2) PPh₃ / 1) MeOH, CH₂Cl₂, -78 deg C, 2) r.t., 2 h

2: 89 percent / LiCl, i-Pr₂NEt / acetonitrile / 48 h / 25 °C

With oxygen; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; In acetonitrile;
DOI:10.1021/jo00060a036