(1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ⁶benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

Base Information

• Chemical Name: (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ⁶benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one
• CAS No.: 1086106-51-5
• Molecular Formula: C₂₅H₂₅FN₄O₃S
• Molecular Weight: 480.563

Synonyms:(1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ⁶benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

Chemical Property of (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ⁶benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ⁶benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

There total 17 articles about (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ⁶benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-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:

(1R,2S,7R,8S)-3-(4-fluoro-benzyl)-6-hydroxy-5-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-50-4) → (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ6benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-51-5)

Guidance literature:

With hydrazine; nickel; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; for 1.83333h;

Reference yield:

norbornene (498-66-8) → (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ6benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-51-5)

Guidance literature:

Multi-step reaction with 10 steps

1: diethyl ether / 12.17 h / 0 - 25 °C

2: hydrogenchloride / water / 6 h / 25 °C

3: thionyl chloride / 4.5 h / 0 - 25 °C / Heating / reflux

4: water; sodium hydrogencarbonate / 0.5 h / 25 °C

5: ethyl acetate / 1 h / 25 °C

6: water; sodium carbonate / ethyl acetate / 0.5 h / 25 °C

7: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 20 - 25 °C

8: triethylamine / N,N-dimethyl acetamide; toluene / 116 - 150 °C

9: sodium ethanolate / ethanol / 1.6 h / 20 °C

10: hydrazine / nickel / tetrahydrofuran; methanol; water / 1.83 h / 0 - 20 °C

With hydrogenchloride; thionyl chloride; water; sodium ethanolate; sodium cyanoborohydride; sodium hydrogencarbonate; sodium carbonate; acetic acid; triethylamine; hydrazine; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl acetamide; water; ethyl acetate; toluene;

Reference yield:

(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-acetic acid ethyl ester (1086106-49-1) → (1R,2S,7R,8S)-5-(-7-amino-1-methyl-1-oxo-1λ6benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl acetamide; toluene / 116 - 150 °C

2: hydrazine / nickel / tetrahydrofuran; methanol; water / 1.83 h / 0 - 20 °C

With triethylamine; hydrazine; nickel; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; toluene;

upstream raw materials:

(1R,2S,7R,8S)-3-(4-fluoro-benzyl)-6-hydroxy-5-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

1,3-dimethyl-1λ⁴-benzo[e][1,2,4]thiadiazine 1-oxide

N-(2-methylsulfanyl-phenyl)-acetamide

rac-3-aza-tricyclo[4.2.1.0^2,5]nonan-4-one

Downstream raw materials:

N-{3-[(1R,2S,7R,8S)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-5-yl]-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide

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