(2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

Base Information

Chemical Name:(2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine
CAS No.:312297-53-3
Molecular Formula:C₂₅H₃₇N₃O₆S
Molecular Weight:507.651
Hs Code.:

Synonyms:(2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

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Chemical Property of (2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

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Technology Process of (2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

There total 16 articles about (2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine 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: 82.6%

: 312297-52-2
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]-4-mesyloxypyrrolidine

: 10387-40-3
potassium thioacetate

: 312297-53-3
(2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

Guidance literature:: In N,N-dimethyl-formamide; at 55 ℃; for 10h;
DOI:10.1016/S0040-4020(00)00685-2

Reference yield:

: 312297-72-6
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbonylethyl]phenyl]-4-hydroxypyrrolidine

: 312297-53-3
(2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran / -20 - -10 °C

2: NH₄OH / 20 °C

3: 67 percent / dimethylformamide / 70 °C

With ammonium hydroxide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2001-18100

Reference yield:

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

: 312297-53-3
(2R,4S)-4-acetylthio-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-carbamoylethyl]phenyl]pyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: aq. NaOH / dioxane / 0 °C

2: 74 percent / aq. OsO₄; NMO / acetone / 20 °C

3: aq. NaIO₄ / tetrahydrofuran / 20 °C

4: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 20 °C

5: TBAF / tetrahydrofuran / 20 °C

6: Et₃N / tetrahydrofuran / -20 - -10 °C

7: NH₄OH / 20 °C

8: 67 percent / dimethylformamide / 70 °C

With ammonium hydroxide; sodium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1055/s-2001-18100