(2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

Base Information

Chemical Name:(2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione
CAS No.:391889-55-7
Molecular Formula:C₃₉H₃₆N₄O₂S
Molecular Weight:624.806
Hs Code.:

Synonyms:(2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

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Chemical Property of (2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

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Technology Process of (2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

There total 6 articles about (2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione 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: 95.0%

: 136918-14-4,85-41-6
phthalimide

: 391889-54-6
(2S,4R)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-yl]methanol

: 391889-55-7
(2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jm040857x

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 391889-55-7
(2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / CCl₄; PPh₃ / CH₂Cl₂ / 4 h / 3 - 35 °C

2.1: KO-t-Bu / dimethylformamide / 0.33 h / 20 °C

2.2: 83 percent / dimethylformamide / 3.25 h / 0 - 20 °C

3.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / -20 °C

4.1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

5.1: 19.21 g / N-ethyldiisopropylamine; CuI / 80 °C

6.1: 95 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 20 °C

With tetrachloromethane; copper(l) iodide; lithium aluminium tetrahydride; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 6.1: Mitsunobu reaction;
DOI:10.1021/jm040857x

Reference yield:

: 337307-10-5
(2S,4R)-2-Hydroxymethyl-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 391889-55-7
(2S,4R)-2-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

2: 19.21 g / N-ethyldiisopropylamine; CuI / 80 °C

3: 95 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 20 °C

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 3: Mitsunobu reaction;
DOI:10.1021/jm040857x