(1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one

Base Information

• Chemical Name: (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one
• CAS No.: 1071519-46-4
• Molecular Formula: C₂₃H₂₁FN₄O₄S
• Molecular Weight: 468.509
• Mol file: 1071519-46-4.mol

Synonyms:(1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one

Chemical Property of (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one

There total 12 articles about (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]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,3S,4R)-3-(4-fluoro-benzylamino)-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester (1071520-41-6) + sodium (1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)acetate (1071522-75-2) → (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one (1071519-46-4)

Guidance literature:

(1S,2R,3S,4R)-3-(4-fluoro-benzylamino)-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester; sodium (1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)acetate; With HATU; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

With triethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 16h;

Reference yield:

norborn-2-ene (498-66-8) → (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one (1071519-46-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ethyl acetate / 0 - 25 °C / Industry scale

1.2: 0 - 25 °C / Industry scale

1.3: 0 - 15 °C / pH 7 / Industry scale

2.1: ethyl acetate / 50 - 75 °C / Industry scale

3.1: sodium hydrogencarbonate / ethyl acetate; water / 0.5 h / 25 °C

4.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 25 °C

4.2: 0.5 h

5.1: HATU / N,N-dimethyl-formamide / 1 h / 25 °C

5.2: 16 h / 50 °C

With sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; HATU; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

exo-3-azatricyclo<4.2.1.02,5>nonan-4-one (7486-95-5,14805-23-3) → (1R,2S,7R,8S)-5-(1,1-dioxo-1,4-dihydro-1λ6-pyrido[4,3-e][1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one (1071519-46-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ethyl acetate / 50 - 75 °C / Industry scale

2.1: sodium hydrogencarbonate / ethyl acetate; water / 0.5 h / 25 °C

3.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 25 °C

3.2: 0.5 h

4.1: HATU / N,N-dimethyl-formamide / 1 h / 25 °C

4.2: 16 h / 50 °C

With sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; HATU; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

norborn-2-ene

4-chloropyridine-3-sulphonamide

(1R,2R,3S,4S)-3-amino-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

4-aminopyridine-3-sulfonamide

Refernces