(2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

Base Information

Chemical Name:(2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine
CAS No.:228267-13-8
Molecular Formula:C₂₂H₂₈N₂O₅S
Molecular Weight:432.541
Hs Code.:

Synonyms:(2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

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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,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

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Technology Process of (2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

There total 11 articles about (2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine 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: 96.3%

: 228267-26-3
(2R,4R)-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonyl-4-mesyloxypyrrolidine

: 10387-40-3
potassium thioacetate

: 228267-13-8
(2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

Guidance literature:: In N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1016/S0968-0896(01)00430-8

Reference yield:

: [4-((2R,4R)-4-Hydroxy-pyrrolidin-2-yl)-benzyl]-methyl-carbamic acid allyl ester

: 228267-13-8
(2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 82.0 g / aq. NaOH / benzene; H₂O / 5 °C / pH 9.0

2: 92 percent / Et₃N / CH₂Cl₂ / -40 °C

3: 96.3 percent / dimethylformamide / 3 h / 60 °C

With sodium hydroxide; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0968-0896(01)00430-8

Reference yield:

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

: 228267-13-8
(2R,4S)-4-acetylthio-2-[4-(N-allyloxycarbonyl-N-methylaminomethyl)phenyl]-1-allyloxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / NaBH₄ / methanol / 0.5 h / 0 °C

2: Et₃N / CH₂Cl₂ / -39 °C

3: CH₂Cl₂; methanol / 0.5 h / 0 °C

4: 110.5 g / aq. NaOH / benzene; H₂O / 5 °C / pH 9.0

5: conc. HCl / methanol / 0.5 h / Heating

6: 82.0 g / aq. NaOH / benzene; H₂O / 5 °C / pH 9.0

7: 92 percent / Et₃N / CH₂Cl₂ / -40 °C

8: 96.3 percent / dimethylformamide / 3 h / 60 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0968-0896(01)00430-8