(2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate

Base Information

• Chemical Name: (2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate
• CAS No.: 1381990-70-0
• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.444

Synonyms:(2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate

Chemical Property of (2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate

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Technology Process of (2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate

There total 2 articles about (2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-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:

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (13504-85-3) → (2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate (1381990-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

2: tetrahydrofuran / 0 °C / Reflux

With triethylamine; In tetrahydrofuran;

DOI:10.1039/c2gc35227c

Reference yield:

C16H19NO7 + (R)-1-Aminoindane (10277-74-4) → (2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate (1381990-70-0)

Guidance literature:

In tetrahydrofuran; at 0 ℃; Reflux;

DOI:10.1039/c2gc35227c

Reference yield: 94.0%

(2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate (1381990-70-0) + n-butyl isocyanide (111-36-4) → (2S,4R)-benzyl-4-((butylcarbamoyl)oxy)-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]pyrrolidine-1-carboxylate (1381990-76-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; acetonitrile; at 85 ℃; Inert atmosphere;

DOI:10.1039/c2gc35227c

upstream raw materials:

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

(R)-1-Aminoindane

Downstream raw materials:

(2S,4R)-benzyl-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]-4-[((3-(triethoxysilyl)propyl)carbamoyl)oxy]pyrrolidine-1-carboxylate

(2S,4R)-benzyl-4-((butylcarbamoyl)oxy)-2-[((R)-2,3-dihydro-1H-inden-1-yl)carbamoyl]pyrrolidine-1-carboxylate

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