(3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

Base Information

Chemical Name:(3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine
CAS No.:870773-56-1
Molecular Formula:C₂₆H₃₈FN₃O₆
Molecular Weight:507.603
Hs Code.:

Synonyms:(3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

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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 (3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

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Technology Process of (3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

There total 11 articles about (3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine 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: 71.0%

: C₂₂H₃₀BrFN₂O₄

: 201230-82-2
carbon monoxide

: 71-36-3
butan-1-ol

: 870773-56-1
(3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

Guidance literature:: With triethylamine; bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; at 90 ℃; for 18h; under 760.051 Torr;
DOI:10.1016/j.bmcl.2007.02.066

Reference yield:

: 705292-98-4
(2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxobutanamide

: 201230-82-2
carbon monoxide

: 71-36-3
butan-1-ol

: 870773-56-1
(3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

Guidance literature:: With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; at 90 ℃; for 24h; under 760.051 Torr;

Reference yield:

: 690257-97-7
(1S,2E)-3-(4-bromophenyl)-1-methylprop-2-en-1-yl N-(tert-butoxycarbonyl)glycinate

: 870773-56-1
(3S)-1-[(2S,3S)-3-(4-(N-butoxycarbonyl)phenyl)-2-(tert-butoxycarbonylamino)-3-(dimethylaminocarbonyl)-1-oxopropanyl]-3-difluoropyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc(II) chloride; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 10 h / -78 - 20 °C

1.2: 8 h / 0 - 20 °C

2.1: methanol; sodium hydroxide; water / 3 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 16 h / 20 °C

4.1: potassium permanganate; sodium periodate; potassium carbonate / water; tert-butyl alcohol

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C

6.1: triethylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 24 h / 90 °C / 760.05 Torr

With methanol; sodium hydroxide; potassium permanganate; sodium periodate; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); diethyl ether; water; tert-butyl alcohol;