5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

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Chemical Name:5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
CAS No.:849943-12-0
Molecular Formula:C₁₈H₂₀F₂N₄O₂S₂
Molecular Weight:426.511
Hs Code.:

Synonyms:5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

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Chemical Property of 5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

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Technology Process of 5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

There total 5 articles about 5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one 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: 90.0%

: 849943-11-9
(2R)-2-({5-[(2,3-difluorobenzyl)thio]-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol

: 849943-12-0
5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 50 ℃; for 15h;

Reference yield:

: 259103-43-0
7-chloro-5-[(2,3-difluorobenzyl)sulfanyl][1,3]thiazolo[4,5-d]pyrimidin-2-amine

: 849943-12-0
5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / Heating

2: hydrogenchloride; sodium nitrite / water; acetonitrile / 1.5 h / 0 °C

3: potassium hydroxide / 1 h / 55 °C

4: hydrogenchloride / water; 1,4-dioxane / 15 h / 50 °C

With hydrogenchloride; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium nitrite; In 1,4-dioxane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm3012273

Reference yield:

: 259101-69-4
(2R)-2-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methyl-1-pentanol

: 849943-12-0
5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride; sodium nitrite / water; acetonitrile / 1.5 h / 0 °C

2: potassium hydroxide / 1 h / 55 °C

3: hydrogenchloride / water; 1,4-dioxane / 15 h / 50 °C

With hydrogenchloride; potassium hydroxide; sodium nitrite; In 1,4-dioxane; water; acetonitrile;
DOI:10.1021/jm3012273