3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile

Base Information

• Chemical Name: 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile
• CAS No.: 1397342-50-5
• Molecular Formula: C₁₇H₂₃N₃O₄S
• Molecular Weight: 365.453

Synonyms:3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile

Chemical Property of 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile

Chemical Property:

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Technology Process of 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile

There total 5 articles about 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile 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:

5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide (1397342-86-7) + 3-((S)-1-amino-3-hydroxypropyl)benzonitrile hydrochloride (1391439-21-6) → 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile (1397342-50-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide (1397342-86-7) + 3-((S)-1-amino-3-hydroxypropyl)benzonitrile hydrochloride → 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile (1397342-50-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

2,3-Dimethyl-2-butene (563-79-1) → 3-[(S)-3-hydroxy-1-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)propyl]benzonitrile (1397342-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / dichloromethane / 1.5 h / 20 °C

1.2: 0.58 h / -78 - 35 °C / Inert atmosphere; Heating

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

upstream raw materials:

5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

3-((S)-1-amino-3-hydroxypropyl)benzonitrile hydrochloride

2,3-Dimethyl-2-butene

N-[(S)-3-(tert-butyldimethylsilanyloxy)-1-(3-cyanophenyl)propyl]-(S_S)-2-methylpropane-2-sulfinamide

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