(2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine

Base Information

Chemical Name:(2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine
CAS No.:343311-01-3
Molecular Formula:C₂₂H₃₄N₂O₅
Molecular Weight:406.522
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 6 articles about (2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine 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: 90.1%

: 272786-44-4
(2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxypyrrolidine

: 343311-01-3
(2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1248/cpb.49.476

Reference yield:

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

: 343311-01-3
(2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

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

: 343311-01-3
(2R,4R)-2-[4-(N-tert-butoxycarbonyl-N-methylaminomethyl)phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 5 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

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