tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate
CAS No.:1446948-23-7
Molecular Formula:C₂₂H₂₇F₂N₅O₃
Molecular Weight:447.485
Hs Code.:

Synonyms:tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

There total 3 articles about tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate 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: 92.0%

: C₁₄H₂₁F₂N₅O₃

: 536-74-3
phenylacetylene

: 1446948-23-7
tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃;
DOI:10.1111/cbdd.12058

Reference yield:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 1446948-23-7
tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / N,N-dimethyl-formamide / 20 °C

1.2: 20 °C

2.1: diethylazodicarboxylate; triphenylphosphine; diphenyl phosphoryl azide / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

3.1: sodium L-ascorbate; copper(ll) sulfate pentahydrate / tert-butyl alcohol; water / 20 °C

With copper(ll) sulfate pentahydrate; diphenyl phosphoryl azide; sodium L-ascorbate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1111/cbdd.12058

Reference yield:

: 869488-92-6
tert-butyl-(2S,4R)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-hydroxypyrrolidine-1-carboxylate

: 1446948-23-7
tert-butyl (2S,4S)-2-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: diethylazodicarboxylate; triphenylphosphine; diphenyl phosphoryl azide / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

2: sodium L-ascorbate; copper(ll) sulfate pentahydrate / tert-butyl alcohol; water / 20 °C

With copper(ll) sulfate pentahydrate; diphenyl phosphoryl azide; sodium L-ascorbate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1111/cbdd.12058