N⁴-benzyl-N²-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine

Base Information

• Chemical Name: N⁴-benzyl-N²-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine
• CAS No.: 561051-98-7
• Molecular Formula: C₃₆H₃₅N₅O₃
• Molecular Weight: 585.706

Synonyms:N⁴-benzyl-N²-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine

Chemical Property of N⁴-benzyl-N²-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine

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Technology Process of N⁴-benzyl-N²-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine

There total 1 articles about N⁴-benzyl-N²-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine 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: 89.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2-[(4-benzylamino-5H-pyrrolo[3,2-d]pyrimidin-2-yl)amino]ethan-1-ol acetate → N4-benzyl-N2-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine (561051-98-7)

Guidance literature:

With tributyl-amine; In dimethyl sulfoxide; for 3h;

DOI:10.1135/cccc20030779

Reference yield: 67.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N4-benzyl-N2-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine (561051-98-7) → {4-benzylamino-2-[2-(4,4'-dimethoxytrityloxy)ethylamino]-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methanol (561051-99-8)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; for 1h; Heating;

DOI:10.1135/cccc20030779

Reference yield:

N4-benzyl-N2-{2-[(4,4'-dimethoxytrityl)oxy]ethyl}-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine (561051-98-7) → 2-{[4-(benzylamino)-7-methyl-5H-pyrrolo[3,2-d]pyrimidin-2-yl]amino}ethan-1-ol hydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / aq. K₂CO₃ / dioxane / 1 h / Heating

2: 71 percent / aq. HCl; H₂ / 10 percent Pd/C / dioxane

With hydrogenchloride; hydrogen; potassium carbonate; palladium on activated charcoal; In 1,4-dioxane;

DOI:10.1135/cccc20030779

upstream raw materials:

4,4'-dimethoxytrityl chloride

Downstream raw materials:

{4-benzylamino-2-[2-(4,4'-dimethoxytrityloxy)ethylamino]-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methanol

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