<(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

Base Information

Chemical Name:<(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine
CAS No.:168567-24-6
Molecular Formula:C₂₄H₄₁N₃O₉SSi₂
Molecular Weight:603.841
Hs Code.:

Synonyms:<(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

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Chemical Property of <(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

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Technology Process of <(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

There total 14 articles about <(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine 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: 35.0%

: 134262-94-5
N-<2-(trimethylsilyl)ethoxycarbonyl>hydroxylamine

: 168567-23-5
1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

: 168567-24-6
<(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

Guidance literature:: With triphenylphosphine hydrobromide; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1021/ja00126a013

Reference yield:

: 20160-60-5
2-(trimethylsilyl)-ethoxycarbonyl chloride

: 168567-24-6
<(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / NH₂OH*HCl, aq. NaOH / dioxane / 14 h

2: 35 percent / PPh₃*HBr / CH₂Cl₂ / 0.33 h / Ambient temperature

With sodium hydroxide; hydroxylamine hydrochloride; triphenylphosphine hydrobromide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ja00126a013

Reference yield:

: 125848-20-6
phenyl 2,3-dideoxy-1-thio-6-O-tosyl-α-D-threo-hex-2-enopyranoside

: 168567-24-6
<(2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-3-O-(triethylsilyl)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amine

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: dimethylformamide / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

5: tetrahydrofuran / Ambient temperature

6: m-CPBA / CH₂Cl₂ / 0.5 h / -48 °C

7: Et₂NH / tetrahydrofuran / 3 h / Ambient temperature

8: 96 percent / pyridine, DMAP / CH₂Cl₂ / 5 h / 0 - 25 °C

9: 35 percent / PPh₃*HBr / CH₂Cl₂ / 0.33 h / Ambient temperature

With pyridine; dmap; lithium aluminium tetrahydride; triphenylphosphine hydrobromide; diethylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00126a013