4-<1,2-dideoxy-1-(N²-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol

Base Information

• Chemical Name: 4-<1,2-dideoxy-1-(N²-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol
• CAS No.: 153818-16-7
• Molecular Formula: C₃₇H₄₀N₆O₈
• Molecular Weight: 696.76

Synonyms:4-<1,2-dideoxy-1-(N²-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol

Chemical Property of 4-<1,2-dideoxy-1-(N²-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol

Chemical Property:

Purity/Quality:

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Technology Process of 4-<1,2-dideoxy-1-(N²-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol

There total 7 articles about 4-<1,2-dideoxy-1-(N²-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol 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:

4,4'-dimethoxytrityl chloride (40615-36-9) → 4-<1,2-dideoxy-1-(N2-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol (153818-16-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 85.9 percent / pyridine / 2 h / Ambient temperature

2: 64.5 percent / piperidine / CH₂Cl₂ / 1 h / Ambient temperature

3: 73.6 percent / 1-hydroxybenzotriazole monohydrate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / 1.) 0-5 deg C -> room temperature, 3 h, 2.) room temperature, 18 h

4: 1.) Me₃SiCl / 1.) pyridine, room temperature, 1.5 h, 2.) 2 h

With piperidine; chloro-trimethyl-silane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/15257779408013239

Reference yield:

9-fluorenylmethoxycarbonyl-O-(4,4'-dimethoxytrityl)ethanolamine (153765-09-4) → 4-<1,2-dideoxy-1-(N2-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol (153818-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 64.5 percent / piperidine / CH₂Cl₂ / 1 h / Ambient temperature

2: 73.6 percent / 1-hydroxybenzotriazole monohydrate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / 1.) 0-5 deg C -> room temperature, 3 h, 2.) room temperature, 18 h

3: 1.) Me₃SiCl / 1.) pyridine, room temperature, 1.5 h, 2.) 2 h

With piperidine; chloro-trimethyl-silane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/15257779408013239

Reference yield:

2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethanamine (153765-10-7) → 4-<1,2-dideoxy-1-(N2-isobutyrylguanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl)ethanol (153818-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73.6 percent / 1-hydroxybenzotriazole monohydrate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / 1.) 0-5 deg C -> room temperature, 3 h, 2.) room temperature, 18 h

2: 1.) Me₃SiCl / 1.) pyridine, room temperature, 1.5 h, 2.) 2 h

With chloro-trimethyl-silane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1080/15257779408013239

upstream raw materials:

isobutyryl chloride

4-<1,2-dideoxy-1-(guanin-9-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl) ethanol

4,4'-dimethoxytrityl chloride

2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethanamine

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