N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine

Base Information

• Chemical Name: N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine
• CAS No.: 934980-57-1
• Molecular Formula: C₄₂H₄₁N₅O₇S
• Molecular Weight: 759.883

Synonyms:N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine

Chemical Property of N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine

Chemical Property:

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Technology Process of N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine

There total 11 articles about N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine 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: 56.0%

N2-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-mesyl-2',3'-dideoxyxyloguanosine (719288-80-9) + thiobenzoic acid (98-91-9) → N2-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine (934980-57-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1021/ol070147w

Reference yield: 5.0%

N-[9-[(2R,4R,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-hydroxytetrahydrofuran-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide (170236-39-2) + thiobenzoic acid (98-91-9) → N2-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine (934980-57-1)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 4.5h; Inert atmosphere;

DOI:10.1039/c2ob26940f

Reference yield:

N2-isobutyryl-2'-deoxyxyloguanosine (181269-04-5) → N2-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine (934980-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 2 h / 20 °C

1.2: 50 percent / pyridine / 1 h / 4 °C

2.1: 56 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h / 100 °C

With pyridine; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ol070147w

upstream raw materials:

N²-isobutyryl-5'-(4,4'-dimethoxytrityl)-3'-mesyl-2',3'-dideoxyxyloguanosine

thiobenzoic acid

N²-isobutyryl-2'-deoxyxyloguanosine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

N₂-isobutyryl-5'-O-dimethoxytrityl-2'-deoxy-3'-thioguanosine

N²-isobutyryl-3'-S-benzoyl-2',3'-dideoxy-3'-thioguanosine

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