N²-isobutyryl-O⁶-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine

Base Information

• Chemical Name: N²-isobutyryl-O⁶-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine
• CAS No.: 913645-94-0
• Molecular Formula: C₅₃H₅₆N₆O₉S₂
• Molecular Weight: 985.194

Synonyms:N²-isobutyryl-O⁶-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine

Chemical Property of N²-isobutyryl-O⁶-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N²-isobutyryl-O⁶-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine

There total 7 articles about N²-isobutyryl-O⁶-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine 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: 66.0%

N2-isobutyryl-O6-diphenylcarbamoyl-2'-O-(tert-butyldithiomethyl)guanosine (913645-93-9) + 4,4'-dimethoxytrityl chloride (40615-36-9) → N2-isobutyryl-O6-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine (913645-94-0)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1021/ja0636587

Reference yield:

N2-isobutyryl-2'-deoxyguanosine (64350-24-9) → N2-isobutyryl-O6-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine (913645-94-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine / 3.5 h / 20 °C

2.1: AcOH; Ac₂O / 24 h / 20 °C

2.2: K₂CO₃; water

3.1: 3 Angstroem MS; SO₂Cl₂; cyclohexene / CH₂Cl₂ / 1 h

3.2: CH₂Cl₂; dimethylformamide / 0.5 h / 20 °C

4.1: 24.92 g / CH₂Cl₂; dimethylformamide / 1 h / 20 °C

5.1: N,N-diisopropylethylamine / pyridine / 2 h / 20 °C

6.1: 1.79 g / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

7.1: 66 percent / pyridine / 2 h / 20 °C

With pyridine; sulfuryl dichloride; 3 Angstroem MS; tetrabutyl ammonium fluoride; acetic anhydride; acetic acid; N-ethyl-N,N-diisopropylamine; cyclohexene; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0636587

Reference yield:

N2-isobutyryl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(tert-butyldithiomethyl)guanosine (913645-92-8) → N2-isobutyryl-O6-diphenylcarbamoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)guanosine (913645-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-diisopropylethylamine / pyridine / 2 h / 20 °C

2: 1.79 g / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

3: 66 percent / pyridine / 2 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine;

DOI:10.1021/ja0636587

upstream raw materials:

N²-isobutyryl-O⁶-diphenylcarbamoyl-2'-O-(tert-butyldithiomethyl)guanosine

4,4'-dimethoxytrityl chloride

N²-isobutyryl-2'-deoxyguanosine

N²-isobutyryl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(tert-butyldithiomethyl)guanosine

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