(2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

Base Information

Chemical Name:(2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine
CAS No.:343311-02-4
Molecular Formula:C₂₄H₃₆N₂O₅S
Molecular Weight:464.626
Hs Code.:

Synonyms:(2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

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Chemical Property of (2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

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Technology Process of (2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

There total 8 articles about (2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 343311-02-4
(2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: TEA / dioxane; H₂O / 0.5 h / 10 - 15 °C

2: 90.1 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

3: TEA / CH₂Cl₂ / 0.5 h / -30 °C

4: dimethylformamide / 10 h / 55 °C

With TEA; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.476

Reference yield:

: 228267-22-9
(2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine

: 343311-02-4
(2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 91.1 percent / NaBH₄ / methanol / 0.5 h / 0 °C

2: TEA / CH₂Cl₂ / 0.25 h / -30 °C

3: methanol / 0.5 h / -10 °C

4: TEA / dioxane; H₂O / 0.5 h / 10 - 15 °C

5: 90.1 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

6: TEA / CH₂Cl₂ / 0.5 h / -30 °C

7: dimethylformamide / 10 h / 55 °C

With sodium tetrahydroborate; TEA; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.476

Reference yield:

: 228267-23-0
(2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-[4-(hydroxymethyl)phenyl]pyrrolidine

: 343311-02-4
(2R,4S)-4-acetylthio-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: TEA / CH₂Cl₂ / 0.25 h / -30 °C

2: methanol / 0.5 h / -10 °C

3: TEA / dioxane; H₂O / 0.5 h / 10 - 15 °C

4: 90.1 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

5: TEA / CH₂Cl₂ / 0.5 h / -30 °C

6: dimethylformamide / 10 h / 55 °C

With TEA; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.476