(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

Base Information

• Chemical Name: (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
• CAS No.: 1086106-54-8
• Molecular Formula: C₂₄H₂₁FN₄O₆S
• Molecular Weight: 512.518

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (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

There total 15 articles about (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 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,3R,4S)-3-{(4-fluoro-benzyl)-[2-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-acetyl]-amino}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester (1086106-53-7) → (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)

Guidance literature:

With sodium ethanolate; In ethanol; at 25 ℃; for 0.5h;

Reference yield:

methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate (1071520-79-0) → (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)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate / 16 h / 20 °C

2.1: methanol / 0.17 h / 25 °C

2.2: 18 h / 25 °C

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

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

With hydrogen; sodium ethanolate; triethylamine; 5%-palladium/activated carbon; In methanol; ethanol; ethyl acetate; toluene;

Reference yield:

methyl (1R,2S,3R,4S)-3-azido-7-oxa-bicyclo[2.2.1]heptane-2-carboxylate → (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)

Guidance literature:

Multi-step reaction with 5 steps

1.1: benzene / 2 h / Heating / reflux

1.2: 16 h / Heating / reflux

2.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate / 16 h / 20 °C

3.1: methanol / 0.17 h / 25 °C

3.2: 18 h / 25 °C

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

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

With hydrogen; sodium ethanolate; triethylamine; 5%-palladium/activated carbon; In methanol; ethanol; ethyl acetate; toluene; benzene;

upstream raw materials:

(1R,2S,3R,4S)-3-{(4-fluoro-benzyl)-[2-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-acetyl]-amino}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

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:

(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

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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