2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

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Chemical Name:2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate
CAS No.:550356-18-8
Molecular Formula:C₂₂H₂₇Cl₃N₂O₈
Molecular Weight:553.824
Hs Code.:

Synonyms:2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

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Chemical Property of 2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

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Technology Process of 2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

There total 6 articles about 2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate 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: 56.0%

: 2937-50-0
Allyl chloroformate

: 550356-17-7
2,2,2-trichloroethyl 3-(5-amino-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

: 550356-18-8
2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

Guidance literature:: With pyridine; In tetrahydrofuran; at -78 ℃; for 0.166667h;
DOI:10.1021/jm020526p

Reference yield:

: 3-(4-formyl-2-methoxy-5-nitrophenoxy)propionic acid chloride

: 550356-18-8
2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

Guidance literature:: Multi-step reaction with 6 steps

1: 6.94 g / pyridine / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 75 percent / aq. H₂O₂; NaClO₂; NaH₂PO₄ / acetonitrile / 1.5 h / 20 °C

3: (COCl)2; DMF / acetonitrile / 16 h / 20 °C

4: 1.10 g / K₂CO₃ / acetonitrile / 0.67 h / -40 - 20 °C

5: 52 percent / H₂ / Pd/C / methanol / 2.67 h / 2585.74 Torr

6: 56 percent / pyridine / tetrahydrofuran / 0.17 h / -78 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; hydrogen; dihydrogen peroxide; potassium carbonate; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm020526p

Reference yield:

: 550356-13-3
2,2,2-trichloroethyl 3-(4-formyl-2-methoxy-5-nitrophenoxy)propionate

: 550356-18-8
2,2,2-trichloroethyl 3-(5-{[(alloloxy)carbonyl]amino}-4-{[(2S)-2-(hydroxymethyl)pyrrolidinyl]carbonyl}-2-methoxyphenoxy)propionate

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / aq. H₂O₂; NaClO₂; NaH₂PO₄ / acetonitrile / 1.5 h / 20 °C

2: (COCl)2; DMF / acetonitrile / 16 h / 20 °C

3: 1.10 g / K₂CO₃ / acetonitrile / 0.67 h / -40 - 20 °C

4: 52 percent / H₂ / Pd/C / methanol / 2.67 h / 2585.74 Torr

5: 56 percent / pyridine / tetrahydrofuran / 0.17 h / -78 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; hydrogen; dihydrogen peroxide; potassium carbonate; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jm020526p