(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

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Chemical Name:(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid
CAS No.:474524-48-6
Molecular Formula:C₂₁H₂₇N₃O₆S₂
Molecular Weight:481.594
Hs Code.:

Synonyms:(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

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Chemical Property of (E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

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Technology Process of (E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

There total 10 articles about (E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid 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: 90.0%

: 474524-47-5
methyl (E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionate

: 474524-48-6
(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

Guidance literature:: With sodium hydroxide; In methanol; at 40 - 50 ℃;
DOI:10.1515/HC.2002.8.2.115

Reference yield:

: 552-16-9,104810-18-6
ortho-nitrobenzoic acid

: 474524-48-6
(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

Guidance literature:: Multi-step reaction with 10 steps

1: SOCl₂ / benzene

2: H₂SO₄

3: DIBAL-H

4: TMSCl

5: 60 percent / Ac₂O-DMSO

6: 80 percent / benzene

7: 90 percent / 1N NaOH

8: 70 percent / EDCI; HOBT; NaHCO₃ / dimethylformamide / 12 h

9: 90 percent / 1N NaOH / methanol / 40 - 50 °C

With sodium hydroxide; chloro-trimethyl-silane; thionyl chloride; sulfuric acid; acetic anhydride; diisobutylaluminium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; N,N-dimethyl-formamide; benzene; 7: Wittig reaction;
DOI:10.1515/HC.2002.8.2.115

Reference yield:

: 241489-17-8
[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid methyl ester

: 474524-48-6
(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 1N NaOH

2: 70 percent / EDCI; HOBT; NaHCO₃ / dimethylformamide / 12 h

3: 90 percent / 1N NaOH / methanol / 40 - 50 °C

With sodium hydroxide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1515/HC.2002.8.2.115