3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl phosphate

Base Information

• Chemical Name: 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl phosphate
• CAS No.: 1259402-81-7
• Molecular Formula: C₉₃H₁₀₉N₁₀O₂₄PSi
• Molecular Weight: 1810

Synonyms:3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl phosphate

Chemical Property of 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl phosphate

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Technology Process of 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl phosphate

There total 1 articles about 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl phosphate 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:

diethyl [(acetyloxy)methyl]({[{[(2R,3R,4R,5R)-5-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)-4-{[(2,2-dimethylpropanoyl)oxy]methoxy}-2-(6-{[(4-methoxyphenyl)(diphenyl)methyl]-amino}-9H-purin-9-yl)tetrahydrofuran-3-yl]oxy}({(2R,3R,4R,5R)-5-(6-{[(4-methoxyphenyl)(diphenyl)-methyl]amino}-9H-purin-9-yl)-3,4-bis[(4-oxopentanoyl)oxy]tetrahydrofuran-2-yl}methoxy)phosphanyl]-oxy}methyl)propanedioate (1259402-80-6) → 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N6-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N6-(4-methoxytrityl)adenosin-5'-yl phosphate (1259402-81-7)

Guidance literature:

With 2,6-dimethylpyridine; water; iodine; In tetrahydrofuran;

DOI:10.1002/cbdv.201000288

Reference yield: 70.0%

3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 5'-O-[(tert-butyl)dimethylsilyl]-N6-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl 2',3'-di-O-levylinoyl-N6-(4-methoxytrityl)adenosin-5'-yl phosphate (1259402-81-7) → 3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 2',3'-di-O-levylinoyl-N6-(4-methoxytrityl)adenosin-5'-yl N6-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl phosphate (1259402-82-8)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1002/cbdv.201000288

upstream raw materials:

diethyl [(acetyloxy)methyl]({[{[(2R,3R,4R,5R)-5-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)-4-{[(2,2-dimethylpropanoyl)oxy]methoxy}-2-(6-{[(4-methoxyphenyl)(diphenyl)methyl]-amino}-9H-purin-9-yl)tetrahydrofuran-3-yl]oxy}({(2R,3R,4R,5R)-5-(6-{[(4-methoxyphenyl)(diphenyl)-methyl]amino}-9H-purin-9-yl)-3,4-bis[(4-oxopentanoyl)oxy]tetrahydrofuran-2-yl}methoxy)phosphanyl]-oxy}methyl)propanedioate

Downstream raw materials:

3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl 2',3'-di-O-levylinoyl-N₆-(4-methoxytrityl)adenosin-5'-yl N₆-(4-methoxytrityl)-3'-O-(pivaloyloxymethyl)adenosin-2'-yl phosphate

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