(S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

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Chemical Name:(S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester
CAS No.:479692-14-3
Molecular Formula:C₃₀H₃₅N₃O₅
Molecular Weight:517.625
Hs Code.:

Synonyms:(S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

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Chemical Property of (S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

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Technology Process of (S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

There total 7 articles about (S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic 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: 60.0%

: 479692-10-9
(S)-4-Methyl-2-[((S)-1-{(2S,3R)-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-aziridine-2-carbonyl}-pyrrolidine-2-carbonyl)-amino]-pentanoic acid methyl ester

: 479692-14-3
(S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

Guidance literature:: (S)-4-Methyl-2-[((S)-1-{(2S,3R)-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-aziridine-2-carbonyl}-pyrrolidine-2-carbonyl)-amino]-pentanoic acid methyl ester; With trimethylsilyl iodide; In acetonitrile; for 5h; Heating;

With triethylamine; In acetonitrile; at 20 ℃; for 6h;
DOI:10.1016/S0040-4039(02)01236-4

Reference yield:

: 7517-19-3
methyl (L)-leucinate hydrochloride

: 479692-14-3
(S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 76 percent / ClCOOiBu; Et₃N

2.1: 87 percent / polyaniline supported Co(II) salen; 2-methylpropanal; O₂ / acetonitrile

3.1: 67 percent / NaN₃; NH₄Cl / methanol; H₂O / 8 h / Heating

4.1: Ph₃P / acetonitrile / 0.5 h / 20 °C

4.2: 69 percent / acetonitrile / 6 h / Heating

5.1: 50 percent / Et₃N / CH₂Cl₂ / 6 h / 20 °C

6.1: Me₃SiI / acetonitrile / 5 h / Heating

6.2: 60 percent / Et₃N / acetonitrile / 6 h / 20 °C

With sodium azide; trimethylsilyl iodide; polyaniline supported Co(II) salen; oxygen; ammonium chloride; triethylamine; isobutyraldehyde; triphenylphosphine; isobutyl chloroformate; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(02)01236-4

Reference yield:

: 107173-65-9
N-(3-phenylpropenoyl)-L-proline

: 479692-14-3
(S)-4-Methyl-2-({(S)-1-[(4R,5S)-5-phenyl-2-((E)-styryl)-4,5-dihydro-oxazole-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 76 percent / ClCOOiBu; Et₃N

2.1: 87 percent / polyaniline supported Co(II) salen; 2-methylpropanal; O₂ / acetonitrile

3.1: 67 percent / NaN₃; NH₄Cl / methanol; H₂O / 8 h / Heating

4.1: Ph₃P / acetonitrile / 0.5 h / 20 °C

4.2: 69 percent / acetonitrile / 6 h / Heating

5.1: 50 percent / Et₃N / CH₂Cl₂ / 6 h / 20 °C

6.1: Me₃SiI / acetonitrile / 5 h / Heating

6.2: 60 percent / Et₃N / acetonitrile / 6 h / 20 °C

With sodium azide; trimethylsilyl iodide; polyaniline supported Co(II) salen; oxygen; ammonium chloride; triethylamine; isobutyraldehyde; triphenylphosphine; isobutyl chloroformate; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(02)01236-4