(2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

Base Information

Chemical Name:(2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal
CAS No.:112031-50-2
Molecular Formula:C₂₄H₃₂O₄Si
Molecular Weight:412.601
Hs Code.:

Synonyms:(2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

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Chemical Property of (2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

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Technology Process of (2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

There total 7 articles about (2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal 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: 81.0%

: 112051-45-3
(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid methyl ester

: 112031-50-2
(2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1016/S0040-4039(00)95310-3

Reference yield:

: 116306-86-6
(2S,4R)-1-O-(t-butyldiphenylsilyl)-5,5-bis(ethylthio)-2,4-O-isopropylidene-1,2,4-pentanetriol

: 112031-50-2
(2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone; for 20h; Yield given; Ambient temperature;
DOI:10.1246/bcsj.60.4005

Reference yield:

: 3396-71-2
3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 112031-50-2
(2S,4R)-6-O-(t-butyldiphenylsilyl)-2,4-O-isopropylidene-2,4,5-trihydroxypentanal

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / boron trifluoride etherate / 2 h / Ambient temperature

2: 92 percent / imidazole / dimethylformamide / 0.5 h / 25 °C

3: 100 percent / 1.0 percent H₂SO₄ / acetone / 0.33 h / Ambient temperature

4: HgCl₂, HgO / H₂O; acetone / 20 h / Ambient temperature

With 1H-imidazole; sulfuric acid; boron trifluoride diethyl etherate; mercury dichloride; mercury(II) oxide; In water; N,N-dimethyl-formamide; acetone;
DOI:10.1246/bcsj.60.4005