N₄-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine

Base Information

• Chemical Name: N₄-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine
• CAS No.: 1376514-45-2
• Molecular Formula: C₃₅H₅₄N₄O₄Si
• Molecular Weight: 622.924

Synonyms:N₄-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine

Chemical Property of N₄-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N₄-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine

There total 11 articles about N₄-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-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:

2-amino-5-{4-[3-(tert-butyldimethylsilyloxy)propoxy]-2-methoxybenzyl}-6-methylpyrimidin-4-yl 2,4,6-trimethylbenzenesulfonate (1256497-70-7) + (S)-1-(benzyloxy)hexan-3-amine (1376514-44-1) → N4-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine (1376514-45-2)

Guidance literature:

2-amino-5-{4-[3-(tert-butyldimethylsilyloxy)propoxy]-2-methoxybenzyl}-6-methylpyrimidin-4-yl 2,4,6-trimethylbenzenesulfonate; (S)-1-(benzyloxy)hexan-3-amine; With trifluoroacetic acid; at 120 ℃; for 15h;

With potassium carbonate; In water;

Reference yield:

3-(tert-butyldimethylsilyloxy)propyl bromide (89031-84-5) → N4-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine (1376514-45-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2.5 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride; lithium chloride / tetrahydrofuran / 0.67 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

4.2: 6 h / 80 °C

5.1: methanol / 8 h / 75 °C

6.1: N,N,N'N'-tetramethyl-1,3-propanediamine / tetrahydrofuran / 3 h / 20 °C

7.1: trifluoroacetic acid / 15 h / 120 °C

With sodium tetrahydroborate; N,N,N'N'-tetramethyl-1,3-propanediamine; sodium hydride; potassium carbonate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;

Reference yield:

(S)-(+)-3-amino-1-hexanol (64197-80-4) → N4-[(3S)-1-(benzyloxy)hexan-3-yl]-5-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-2-methoxybenzyl]-6-methylpyrimidine-2,4-diamine (1376514-45-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / 1,4-dioxane; water / 2 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C

3: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C

4: trifluoroacetic acid / 15 h / 120 °C

With hydrogenchloride; sodium hydride; trifluoroacetic acid; sodium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

3-(tert-butyldimethylsilyloxy)propyl bromide

4-hydroxy-2-methoxybenzaldehyde

(S)-(+)-3-amino-1-hexanol

4-[3-(tert-butyldimethylsilyloxy)propoxy]-2-methoxybenzaldehyde

Downstream raw materials:

(3S)-3-[(2-amino-5-{4-[3-(dimethylamino)propoxy]-2-methoxybenzyl}-6-methylpyrimidin-4-yl)amino]hexan-1-ol

(S)-3-(2-amino-5-{4-[3-(2-hydroxyethylamino)propoxy]-2-methoxybenzyl}-6-methylpyrimidin-4-ylamino)hexan-1-ol

3-{4-[(2-amino-4-{[(3S)-1-(benzyloxy)hexan-3-yl]amino}-6-methylpyrimidin-5-yl)methyl]-3-methoxyphenoxy}propan-1-ol

3-{4-[(2-amino-4-{[(3S)-1-(benzyloxy)hexan-3-yl]amino}-6-methylpyrimidin-5-yl)methyl]-3-methoxyphenoxy}propyl methanesulfonate

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