9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

Base Information

Chemical Name:9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine
CAS No.:809277-22-3
Molecular Formula:C₁₇H₁₈ClN₅O₃
Molecular Weight:375.815
Hs Code.:

Synonyms:9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

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Chemical Property of 9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

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Technology Process of 9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

There total 3 articles about 9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine 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: 17.3%

: 10310-21-1
2-Amino-6-chloropurin

: 501013-49-6
(2R)-2-benzyloxymethyl-4-acetoxy-(5R)-methyl-1,3-dioxolane

: 809277-22-3
9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

Guidance literature:: (2R)-2-benzyloxymethyl-4-acetoxy-(5R)-methyl-1,3-dioxolane; With trimethylsilyl bromide; In dichloromethane; at 0 - 20 ℃; for 0.5h;

2-Amino-6-chloropurin; With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; In acetonitrile; at 20 ℃; for 0.333333h;
DOI:10.1016/j.bmc.2004.08.054

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 809277-22-3
9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 50 percent / para-toluenesulfonic acid / toluene / 1 h / 80 °C

2.1: 65 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

3.1: 38 percent / pyridine / acetonitrile / 20 °C

4.1: bromotrimethylsilane / CH₂Cl₂ / 0.5 h / 0 - 20 °C

4.2: 17.3 percent / KOH; tris-[2-(2-methoxyethoxy)ethyl]amine / acetonitrile / 0.33 h / 20 °C

With pyridine; lithium hydroxide; trimethylsilyl bromide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.bmc.2004.08.054

Reference yield:

: 501013-47-4
(4S,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolane-4-carboxylic acid methyl ester

: 809277-22-3
9-((2R,5R)-2-Benzyloxymethyl-5-methyl-[1,3]dioxolan-4-yl)-6-chloro-9H-purin-2-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 65 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

2.1: 38 percent / pyridine / acetonitrile / 20 °C

3.1: bromotrimethylsilane / CH₂Cl₂ / 0.5 h / 0 - 20 °C

3.2: 17.3 percent / KOH; tris-[2-(2-methoxyethoxy)ethyl]amine / acetonitrile / 0.33 h / 20 °C

With pyridine; lithium hydroxide; trimethylsilyl bromide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmc.2004.08.054