5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

Base Information

Chemical Name:5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose
CAS No.:1400908-54-4
Molecular Formula:C₂₈H₃₈O₇Si
Molecular Weight:514.691
Hs Code.:

Synonyms:5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

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Chemical Property of 5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

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Technology Process of 5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

There total 5 articles about 5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose 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: 94.0%

: 1400908-52-2
3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1400908-54-4
5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

Guidance literature:: 3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose; tert-butylchlorodiphenylsilane; In dichloromethane; for 0.25h; Inert atmosphere;

With 1H-imidazole; In dichloromethane; at 25 ℃; for 1h; Inert atmosphere;
DOI:10.1055/s-0031-1289783

Reference yield:

: 1400908-53-3
C₁₂H₁₈O₇

: 1400908-54-4
5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / ethanol / 0.75 h / -5 °C / Inert atmosphere

2.1: dichloromethane / 0.25 h / Inert atmosphere

2.2: 1 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; In ethanol; dichloromethane;
DOI:10.1055/s-0031-1289783

Reference yield:

: 84708-52-1,61865-36-9
[(3aR,5R,6R,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acetic acid ethyl ester

: 1400908-54-4
5-O-(tert-butyldiphenylsilyl)-3-O-[(ethoxycarbonyl)methyl]-1,2-isopropylidene-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: perchloric acid / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.1: sodium periodate / water; acetone / 3 h / 0 °C / Inert atmosphere

3.1: sodium tetrahydroborate / ethanol / 0.75 h / -5 °C / Inert atmosphere

4.1: dichloromethane / 0.25 h / Inert atmosphere

4.2: 1 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; perchloric acid; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;
DOI:10.1055/s-0031-1289783