(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

Base Information

Chemical Name:(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine
CAS No.:312297-51-1
Molecular Formula:C₂₇H₄₂N₂O₇
Molecular Weight:506.64
Hs Code.:

Synonyms:(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

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Chemical Property of (2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

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Technology Process of (2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

There total 1 articles about (2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-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: 82.0%

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

: (2R,4R)-2-[4-[1-amino-2-tert-butoxycarbonylethyl]phenyl]-1-tert-butoxycarbonyl-4-hydroxypyrrolidine acetic acid

: 312297-51-1
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; at 20 ℃; pH=10;
DOI:10.1016/S0040-4020(00)00685-2

Reference yield:

: 312297-51-1
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

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

Guidance literature:: With sodium hydroxide; In ethanol; at 100 ℃; for 1h;
DOI:10.1016/S0040-4020(00)00685-2

Reference yield:

: 312297-51-1
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(S)-1-tert-butoxycarbonylamino-2-tert-butoxycarbonylethyl]phenyl]-4-hydroxypyrrolidine

: Thioacetic acid S-{(3S,5R)-5-[4-((S)-1-amino-2-carbamoyl-ethyl)-phenyl]-pyrrolidin-3-yl} ester

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaOH / ethanol / 1 h / 100 °C

2: Et₃N / tetrahydrofuran / 0.33 h / -20 °C

3: aq. NH₃ / tetrahydrofuran

4: 82.6 percent / dimethylformamide / 10 h / 55 °C

5: HCl / ethyl acetate / 6 h / 20 °C

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; triethylamine; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Condensation / 3: Substitution / 4: Substitution / 5: amide cleavage;
DOI:10.1016/S0040-4020(00)00685-2