(2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

Base Information

Chemical Name:(2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal
CAS No.:123992-10-9
Molecular Formula:C₃₀H₃₈O₃Si
Molecular Weight:474.715
Hs Code.:

Synonyms:(2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

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Chemical Property of (2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

Chemical Property:

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Technology Process of (2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

There total 14 articles about (2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal 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:

: 123992-09-6
2,4-Dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2,4-dimethyl-3-O-(phenylmethyl)-L-xylose, Cyclic 1,3-Propanediyl Mercaptal (Dithiane 9)

: 123992-10-9
(2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

Guidance literature:: With N-Bromosuccinimide; sodium hydrogencarbonate; In water; acetone; at -15 ℃;
DOI:10.1021/jo00292a045

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 123992-10-9
(2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 100 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 8 h / Heating

3: NBS, NaHCO₃ / acetone; H₂O / -15 °C

With dmap; N-Bromosuccinimide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1021/jo00292a045

Reference yield:

: 36019-62-2
2,3-Dihydro-3,5-dimethyl-4H-pyran-4-one (Pyrone 4)

: 123992-10-9
(2S,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / 1) cerium trichloride heptahydrate, NaBH₄, 2) p-toluene sulfonic acid / ethanol / 1) -15 deg C, 2) r.t., 1h

2: 80 percent / borane-dimethyl sulfide complex, NaOH, 30percent H₂O₂ / tetrahydrofuran; dimethylsulfoxide / 4 h

3: 64 percent / TiCl₄ / CH₂Cl₂ / 1) 0 deg C, 2) r.t., 1.5h

4: 88 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

5: 100 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 8 h / Heating

6: NBS, NaHCO₃ / acetone; H₂O / -15 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride; dimethylsulfide borane complex; dihydrogen peroxide; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/jo00292a045