(S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate

Base Information

• Chemical Name: (S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate
• CAS No.: 634585-65-2
• Molecular Formula: C₃₁H₂₆N₂O₈
• Molecular Weight: 554.556

Synonyms:(S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate

Chemical Property of (S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate

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Technology Process of (S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate

There total 1 articles about (S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-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: 67.0%

(S)-Nα-phthaloyl-O-benzyltyrosine (2130-97-4) + ethyl 4-methyl-5-oxo-2,5-dihydro-1,2-oxazole-3-carboxylate (84280-59-1) → (S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate (634585-65-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 19h;

DOI:10.1071/CH03052

Reference yield: 38.0%

(S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate (634585-65-2) → ethyl (E)-2-[2-(4-benzyloxyphenyl)ethenyl]-5-methyloxazole-4-carboxylate

Guidance literature:

In acetone; at 20 ℃; for 3h; UV-irradiation;

DOI:10.1071/CH03052

Reference yield: 11.0%

(S)-ethyl 2-[3-(4-benzyloxyphenyl)-2-phthalimidopropanoyl]-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate (634585-65-2) → ethyl (E)-2-[2-(4-benzyloxyphenyl)ethenyl]-5-methyloxazole-4-carboxylate + ethyl (R)-2-[2-(4-benzyloxyphenyl)-1-phthalimidoethyl]-5-methyl-1,3-oxazole-4-carboxylate + ethyl (S)-2-[2-(4-benzyloxyphenyl)-1-phthalimidoethyl]-5-methyl-1,3-oxazole-4-carboxylate (634585-70-9)

Guidance literature:

In ethyl acetate; at 20 ℃; for 6h; Title compound not separated from byproducts; UV-irradiation;

DOI:10.1071/CH03052

upstream raw materials:

(S)-N^α-phthaloyl-O-benzyltyrosine

ethyl 4-methyl-5-oxo-2,5-dihydro-1,2-oxazole-3-carboxylate

Downstream raw materials:

ethyl (S)-2-[2-(4-benzyloxyphenyl)-1-phthalimidoethyl]-5-methyl-1,3-oxazole-4-carboxylate

(S)-ethyl 2-[1-amino-2-(4-benzyloxyphenyl)ethyl]-5-methyl-1,3-oxazole-4-carboxylate

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