tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Base Information

Chemical Name:tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
CAS No.:124655-08-9
Molecular Formula:C₂₉H₄₂O₅Si
Molecular Weight:498.735
Hs Code.:

Synonyms:tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

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Chemical Property of tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

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Technology Process of tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

There total 6 articles about tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate 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: 97.0%

: 124655-09-0,407577-54-2
1,1-dimethylethyl (4R-cis)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 124655-08-9
tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield: 84.0%

: 124655-07-8
(3R,5S)-tert-butyl 6-(tert-butyldiphenylsilyloxy)-3,5-dihydroxyhexanoate

: 77-76-9
2,2-dimethoxy-propane

: 124655-08-9
tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:: With pyridinium p-toluenesulfonate; sodium hydrogencarbonate; In dichloromethane;

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 124655-08-9
tert-butyl 2-((4R,6S)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / LDA / tetrahydrofuran / 1.75 h / -70 - -15 °C

2: 1). Et₃B; 2.) NaBH₄, MeOH / 1.) THF, 23 deg C, 15 min; 2.) -70 deg C

3: 70 percent / p-toluenesulfonic acid / acetone / 2 h / 23 °C

With methanol; sodium tetrahydroborate; triethyl borane; lithium diisopropyl amide; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;
DOI:10.1016/0040-4039(90)80121-2