(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

Base Information

• Chemical Name: (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
• CAS No.: 1086106-53-7
• Molecular Formula: C₂₅H₂₅FN₄O₇S
• Molecular Weight: 544.561

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (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

There total 12 articles about (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 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:

methyl (1R,2S,3R,4S)-3-[(4-fluorobenzyl)amino]-7-oxabicyclo[2.2.1]heptane-2-carboxylate (1071521-02-2) + (1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-acetic acid ethyl ester (1086106-49-1) + methyl (1S,2R,3S,4R)-3-[(4-fluorobenzyl)amino]-7-oxabicyclo[2.2.1]heptane-2-carboxylate → (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)

Guidance literature:

With triethylamine; In toluene; at 110 - 115 ℃; for 72h;

Reference yield:

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

Guidance literature:

Multi-step reaction with 3 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

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

Reference yield:

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

Guidance literature:

Multi-step reaction with 4 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

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

upstream raw materials:

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

(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-acetic acid ethyl ester

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

N-(2-methylsulfanyl-phenyl)-acetamide

Downstream 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

(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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