2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

Base Information

Chemical Name:2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil
CAS No.:894811-17-7
Molecular Formula:C₅₃H₇₁N₇O₁₁Si₂
Molecular Weight:1038.36
Hs Code.:

2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

Synonyms:2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

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Chemical Property of 2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

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Technology Process of 2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

There total 6 articles about 2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil 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: 89.0%

: 928034-62-2
8-iodo-2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosine

: 928034-53-1
6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

: 894811-17-7
2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

Guidance literature:: With copper(l) iodide; P(fur)3; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In triethylamine; toluene; at 26 ℃;
DOI:10.1002/hlca.200690259

Reference yield:

: 6-hydroxymethyl-1-[6-(1-hydroxy-prop-2-ynyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione

: 894811-17-7
2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1: 498 mg / 1H-imidazole / dimethylformamide / 3.5 h / 0 °C

2: 89 percent / CuI; P(fur)3 / Pd₂(dba)3 / toluene; triethylamine / 26 °C

With 1H-imidazole; copper(l) iodide; P(fur)3; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In triethylamine; N,N-dimethyl-formamide; toluene; 2: Sonogashira coupling;
DOI:10.1002/hlca.200690259

Reference yield:

: 928034-52-0
1-[6,7-dideoxy-2,3-O-isopropylidene-7-C-(triethylsilyl)-β-D-allo-hept-6-ynofuranosyl]-6-(hydroxymethyl)uracil

: 894811-17-7
2',3'-O-isopropylidene-5'-O-(triisopropylsilyl)adenosin-8-yl-(8->7'-C)-6-{[(tert-butyl)diphenylsilyloxy]methyl}-1-(6,7-dideoxy-2,3-O-isopropylidene-β-D-allo-hept-6-ynofuranosyl)uracil

Guidance literature:: Multi-step reaction with 3 steps

1: 432 mg / Bu₄NF*3H₂O / tetrahydrofuran / 1 h

2: 498 mg / 1H-imidazole / dimethylformamide / 3.5 h / 0 °C

3: 89 percent / CuI; P(fur)3 / Pd₂(dba)3 / toluene; triethylamine / 26 °C

With 1H-imidazole; copper(l) iodide; P(fur)3; tetrabutyl ammonium fluoride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; triethylamine; N,N-dimethyl-formamide; toluene; 3: Sonogashira coupling;
DOI:10.1002/hlca.200690259