Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

Base Information

Chemical Name:Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester
CAS No.:809277-19-8
Molecular Formula:C₃₂H₃₀N₆O₆
Molecular Weight:594.627
Hs Code.:

Synonyms:Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

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Chemical Property of Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

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Technology Process of Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

There total 4 articles about Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester 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: 19.0%

: 112233-74-6
N₂-acetyl-O₆-(diphenylcarbamoyl)guanine

: 809277-10-9
(2R,5S)-4-acetoxy-2-benzyloxymethyl-5-methyl-1,3-dioxolane

: 809277-19-8
Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

Guidance literature:: N₂-acetyl-O₆-(diphenylcarbamoyl)guanine; With bis-(trimethylsilyl)acetamide; In 1,2-dichloro-ethane; at 20 ℃; for 1.5h;

(2R,5S)-4-acetoxy-2-benzyloxymethyl-5-methyl-1,3-dioxolane; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 4h; Heating;
DOI:10.1016/j.bmc.2004.08.054

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 809277-19-8
Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 57 percent / para-toluenesulfonic acid / toluene / 1 h / 80 °C

2.1: 12 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

3.1: 55 percent / pyridine / acetonitrile / 20 °C

4.1: bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 1.5 h / 20 °C

4.2: 19 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 4 h / Heating

With pyridine; lithium hydroxide; toluene-4-sulfonic acid; bis-(trimethylsilyl)acetamide; In tetrahydrofuran; water; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/j.bmc.2004.08.054

Reference yield:

: 809277-06-3
(4R,5S)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolane-4-carboxylic acid methyl ester

: 809277-19-8
Diphenyl-carbamic acid 2-acetylamino-9-((2R,5S)-2-benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 12 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

2.1: 55 percent / pyridine / acetonitrile / 20 °C

3.1: bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 1.5 h / 20 °C

3.2: 19 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 4 h / Heating

With pyridine; lithium hydroxide; bis-(trimethylsilyl)acetamide; In tetrahydrofuran; water; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.bmc.2004.08.054