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

Base Information

• Chemical Name: 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
• CAS No.: 1086106-30-0
• Molecular Formula: C₂₅H₂₅FN₄O₆S₂
• Molecular Weight: 560.627

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 18 articles about 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 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)-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) + methanesulfonyl chloride (124-63-0) → N-{3-[(1S,2R,7S,8R)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-5-yl]-1-methyl-1-oxo-1λ6-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide (1086106-30-0)

Guidance literature:

With pyridine; In acetone; at 25 ℃; for 2 - 3h;

Reference yield:

1,3-dimethyl-1λ4-benzo[e][1,2,4]thiadiazine 1-oxide (501359-05-3) → N-{3-[(1S,2R,7S,8R)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-5-yl]-1-methyl-1-oxo-1λ6-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide (1086106-30-0)

Guidance literature:

Multi-step reaction with 8 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

8: pyridine / acetone / 2 - 3 h / 25 °C

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

Reference yield:

N-(2-methylsulfanyl-phenyl)-acetamide (6310-41-4) → N-{3-[(1S,2R,7S,8R)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[6.2.1.02,7]undec-5-en-5-yl]-1-methyl-1-oxo-1λ6-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide (1086106-30-0)

Guidance literature:

Multi-step reaction with 10 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

10: pyridine / acetone / 2 - 3 h / 25 °C

With pyridine; 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; acetone; toluene;

upstream raw materials:

(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

methanesulfonyl chloride

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

N-(2-methylsulfanyl-phenyl)-acetamide

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