(2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

Base Information

Chemical Name:(2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine
CAS No.:391889-57-9
Molecular Formula:C₃₈H₃₈F₂N₄S
Molecular Weight:620.809
Hs Code.:

Synonyms:(2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

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Chemical Property of (2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

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Technology Process of (2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

There total 8 articles about (2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine 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: 93.0%

: 2646-90-4
2,5-difluorobenzaldehyde

: 391889-56-8
(2S,4R)-[[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-yl]methyl]amine

: 391889-57-9
(2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

Guidance literature:: With sodium cyanoborohydride; zinc(II) chloride; In methanol; at 20 ℃;
DOI:10.1021/jm040857x

Reference yield:

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

: 391889-57-9
(2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

Guidance literature:: Multi-step reaction with 8 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

7.1: 88 percent / NH₂NH₂*H₂O / ethanol / Heating

8.1: 93 percent / NaBH₃CN; ZnCl₂ / methanol / 20 °C

With tetrachloromethane; copper(l) iodide; lithium aluminium tetrahydride; potassium tert-butylate; sodium cyanoborohydride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; 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

: 391889-57-9
(2S,4R)-(2,5-difluorobenzyl)-[1-(5-propylpyrimidin-2-yl)-4-tritylsulfanylpyrrolidin-2-ylmethyl]amine

Guidance literature:: Multi-step reaction with 5 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

4: 88 percent / NH₂NH₂*H₂O / ethanol / Heating

5: 93 percent / NaBH₃CN; ZnCl₂ / methanol / 20 °C

With copper(l) iodide; sodium cyanoborohydride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; 3: Mitsunobu reaction;
DOI:10.1021/jm040857x