(1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

Base Information

• Chemical Name: (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one
• CAS No.: 1086106-55-9
• Molecular Formula: C₂₄H₂₃FN₄O₄S
• Molecular Weight: 482.535

Synonyms:(1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

Chemical Property of (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.0^2,7]undec-5-en-4-one

There total 17 articles about (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-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:

(1S,2R,7S,8R)-3-(4-fluoro-benzyl)-6-hydroxy-5-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-54-8) → (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-55-9)

Guidance literature:

With hydrazine; nickel; In tetrahydrofuran; methanol; water; at 20 ℃; for 1.5h;

Reference yield:

1,3-dimethyl-1λ4-benzo[e][1,2,4]thiadiazine 1-oxide (501359-05-3) → (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-55-9)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium nitrate; sulfuric acid / water

2: sodium hydroxide; water / 0.33 h / 100 °C

3: diethyl ether; N,N-dimethyl acetamide / 16 h / 20 °C

4: triethylamine / toluene / 20 h / 110 °C

5: triethylamine / toluene / 72 h / 110 - 115 °C

6: sodium ethanolate / ethanol / 0.5 h / 25 °C

7: hydrazine / nickel / tetrahydrofuran; methanol; water / 1.5 h / 20 °C

With sodium hydroxide; sodium nitrate; sulfuric acid; water; sodium ethanolate; triethylamine; hydrazine; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl acetamide; water; toluene;

Reference yield:

N-(2-methylsulfanyl-phenyl)-acetamide (6310-41-4) → (1S,2R,7S,8R)-5-(7-amino-1-methyl-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluoro-benzyl)-6-hydroxy-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one (1086106-55-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 - 1.5 h / -30 °C / Cooling with acetonitrile/dry ice

2: sodium azide; sulfuric acid / chloroform / 20 - 40 °C

3: sodium nitrate; sulfuric acid / water

4: sodium hydroxide; water / 0.33 h / 100 °C

5: diethyl ether; N,N-dimethyl acetamide / 16 h / 20 °C

6: triethylamine / toluene / 20 h / 110 °C

7: triethylamine / toluene / 72 h / 110 - 115 °C

8: sodium ethanolate / ethanol / 0.5 h / 25 °C

9: hydrazine / nickel / tetrahydrofuran; methanol; water / 1.5 h / 20 °C

With sodium hydroxide; sodium nitrate; sodium azide; sulfuric acid; water; sodium ethanolate; triethylamine; 3-chloro-benzenecarboperoxoic acid; hydrazine; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl acetamide; water; toluene;

upstream raw materials:

(1S,2R,7S,8R)-3-(4-fluoro-benzyl)-6-hydroxy-5-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-11-oxa-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

methyl (1R,2S,3R,4S)-3-amino-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Downstream raw materials:

N-{3-[(1S,2R,7S,8R)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-11-oxa-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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