(R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate
• CAS No.: 1290607-33-8
• Molecular Formula: C₂₄H₂₇N₃O₆
• Molecular Weight: 453.495

Synonyms:(R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate

Chemical Property of (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate

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Technology Process of (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate

There total 3 articles about (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-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: 99.0%

tert-butyl 3-benzyl-2-oxoindoline-1-carboxylate (862907-10-6) + N-[(1Z)-2-nitroethenyl]acetamide (1238305-24-2) → (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate (1290607-33-8)

Guidance literature:

With (1S,2R)-2,3-dihydro-1-(pyrrolidin-1-yl)-1H-inden-2-ol; In dichloromethane; 1,2-dichloro-ethane; at -40 ℃; for 12h; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/jo2004378

Reference yield:

tert-butyl 3-benzyl-2-oxoindoline-1-carboxylate (862907-10-6) + N-[(1Z)-2-nitroethenyl]acetamide (1238305-24-2) → (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate (1290607-33-8) + (S)-tert-butyl 3-((R)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate

Guidance literature:

With C₂₈H₂₆F₆N₄S; In dichloromethane; at 0 ℃; for 8h; optical yield given as %ee; diastereoselective reaction;

DOI:10.1021/jo2004378

Reference yield:

tert-butyl 3-benzyl-2-oxoindoline-1-carboxylate (862907-10-6) + N-[(1Z)-2-nitroethenyl]acetamide (1238305-24-2) → tert-butyl 3-(1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate + (R)-tert-butyl 3-((S)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate (1290607-33-8) + (S)-tert-butyl 3-((R)-1-acetamido-2-nitroethyl)-3-benzyl-2-oxoindoline-1-carboxylate

Guidance literature:

With cinchonidine; In dichloromethane; at 0 ℃; for 8h; optical yield given as %ee; diastereoselective reaction;

DOI:10.1021/jo2004378

upstream raw materials:

tert-butyl 3-benzyl-2-oxoindoline-1-carboxylate

N-[(1Z)-2-nitroethenyl]acetamide

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