(5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate

Base Information

• Chemical Name: (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate
• CAS No.: 1227685-14-4
• Molecular Formula: C₂₃H₂₃FN₂O₃
• Molecular Weight: 394.446

Synonyms:(5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate

Chemical Property of (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate

Chemical Property:

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Technology Process of (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate

There total 26 articles about (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate 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: 84.0%

1-Fluoro-3-iodobenzene (1121-86-4) + (5R,7S)-benzyl 7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate (1227685-25-7) → (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate (1227685-14-4,1184913-34-5)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

DOI:10.1021/jo400016m

Reference yield: 61.0%

benzyl (5R,7S)-1-(3-fluorophenyl)-4-hydroxy-7-methyl-2-oxo-1,8-diazaspiro[4.5]decane-8-carboxylate (1227685-13-3) → (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate (1227685-14-4,1184913-34-5)

Guidance literature:

With pyridine; thionyl chloride; at 0 - 50 ℃;

Reference yield: 61.0%

benzyl 1-(3-fluorophenyl)-4-hydroxy-7-methyl-2-oxo-1,8-diazaspiro[4.5]decane-8-carboxylate (1222891-39-5) → (5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate (1227685-14-4,1184913-34-5)

Guidance literature:

With pyridine; thionyl chloride; at 20 - 50 ℃; for 19h; Inert atmosphere;

DOI:10.1021/jo400016m

upstream raw materials:

benzyl (5R,7S)-1-(3-fluorophenyl)-4-hydroxy-7-methyl-2-oxo-1,8-diazaspiro[4.5]decane-8-carboxylate

3,4-dihydro-2-methyl-4-oxo-1(2H)-pyridinecarboxylic acid phenylmethyl ester

benzyl chloroformate

4-methoxypyridine

Downstream raw materials:

(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]decane-2-one

(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

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