tert-butyl (3aR)-1-oxotetrahydro-1H-1λ⁴-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate

Base Information

• Chemical Name: tert-butyl (3aR)-1-oxotetrahydro-1H-1λ⁴-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate
• CAS No.: 1450620-51-5
• Molecular Formula: C₁₀H₁₈N₂O₄S
• Molecular Weight: 262.33

Synonyms:tert-butyl (3aR)-1-oxotetrahydro-1H-1λ⁴-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate

Chemical Property of tert-butyl (3aR)-1-oxotetrahydro-1H-1λ⁴-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate

Chemical Property:

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Technology Process of tert-butyl (3aR)-1-oxotetrahydro-1H-1λ⁴-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate

There total 1 articles about tert-butyl (3aR)-1-oxotetrahydro-1H-1λ⁴-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate 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: 95.6%

(R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (278788-66-2) → tert-butyl (3aR)-1-oxotetrahydro-1H-1λ4-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate (1450620-51-5)

Guidance literature:

With 1H-imidazole; thionyl chloride; In dichloromethane; at -70 - 15 ℃; for 13h;

Reference yield:

tert-butyl (3aR)-1-oxotetrahydro-1H-1λ4-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate (1450620-51-5) → tert-butyl (2S)-4-(7-benzyl-2-chloro-6,8-dihydro-5H-pyrido[3,4-d]pyrimidin-4-yl)-2-(cyanomethyl)piperazine-1-carboxylate

Guidance literature:

Multi-step reaction with 5 steps

1: sodium periodate; ruthenium(III) trichloride hydrate / acetonitrile; water / 0.5 h / 0 - 15 °C

2: N,N-dimethyl-formamide / 16 h / 50 °C

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

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 12 h / 50 °C

5: 2 h / 50 °C

With hydrogenchloride; sodium periodate; ruthenium(III) trichloride hydrate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

tert-butyl (3aR)-1-oxotetrahydro-1H-1λ4-[1,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate (1450620-51-5) → 2-[(2S)-4-(7-benzyl-2-chloro-6,8-dihydro-5H-pyrido[3,4-d]pyrimidin-4-yl)piperazin-2-yl]acetonitrile

Guidance literature:

Multi-step reaction with 4 steps

1: sodium periodate; ruthenium(III) trichloride hydrate / acetonitrile; water / 0.5 h / 0 - 15 °C

2: N,N-dimethyl-formamide / 16 h / 50 °C

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

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 12 h / 50 °C

With hydrogenchloride; sodium periodate; ruthenium(III) trichloride hydrate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate

Downstream raw materials:

tert-butyl (3S)-3-((4-(tert-butoxycarbonyl)tetrahydro-2H-pyran-4-yl)methyl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate

tert-butyl (3S)-3-((4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)methyl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate

1,1,1,3,3,3-hexafluoro-2-(4-((2S)-2-((4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)methyl)-1-piperazinyl)phenyl)-2-propanol hydrochloride

tert-butyl (5-(((3S)-3-((4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)methyl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-2-pyridinyl)carbamate

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