(1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

Base Information

Chemical Name:(1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol
CAS No.:263155-19-7
Molecular Formula:C₂₀H₃₄O₄Si
Molecular Weight:366.573
Hs Code.:

Synonyms:(1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

Chemical Property:

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Technology Process of (1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

There total 4 articles about (1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol 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:

: 263155-20-0
(3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanone

: (1R,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

: 263155-19-7
(1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

Guidance literature:: With lithium aluminium tetrahydride; lithium iodide; In diethyl ether; at -78 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1016/S0968-0896(00)00125-5

Reference yield:

: 72496-37-8
((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-acetaldehyde

: 263155-19-7
(1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / n-BuLi / tetrahydrofuran / -70 °C

2: 88 percent / tetrapropylammonium perruthenate; 4-methylmorpholine / CH₂Cl₂

3: NaBH₄ / methanol / 0 °C

With 4-methyl-morpholine; sodium tetrahydroborate; n-butyllithium; tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.48.310

Reference yield:

: 87736-74-1
4-(tert-butyldimethylsiloxymethyl)bromobenzene

: 263155-19-7
(1S,3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / n-BuLi / tetrahydrofuran / -70 °C

2: 88 percent / tetrapropylammonium perruthenate; 4-methylmorpholine / CH₂Cl₂

3: NaBH₄ / methanol / 0 °C

With 4-methyl-morpholine; sodium tetrahydroborate; n-butyllithium; tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.48.310