tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

Base Information

Chemical Name:tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate
CAS No.:413597-73-6
Molecular Formula:C₂₄H₃₆N₂O₆S
Molecular Weight:480.626
Hs Code.:

Synonyms:tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

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Chemical Property of tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

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Technology Process of tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

There total 4 articles about tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-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: 28.0%

: 53844-02-3
benzyl N-(2-bromoethyl)carbamate

: 413597-72-5
tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-thiopyrrolidine-2-carboxylate

: 413597-73-6
tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

Guidance literature:: tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-thiopyrrolidine-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

benzyl N-(2-bromoethyl)carbamate; In N,N-dimethyl-formamide; for 1h;
DOI:10.1002/hc.1109

Reference yield:

: 194163-72-9
tert-butyl (2S,4R)-1-[(tert-butyl)oxycarbonyl]-4-(methylsulfonyloxy)pyrrolidine-2-carboxylate

: 413597-73-6
tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethylformamide / 18 h / 65 °C

2.1: 96 percent / NH₃ (g) / methanol / 3 h / 20 °C

3.1: sodium hydride (60 percent in mineral oil) / dimethylformamide / 5 h / 20 °C

3.2: 28 percent / dimethylformamide / 1 h

With ammonia; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/hc.1109

Reference yield:

: 170850-75-6
BOC-Hyp-OtBu

: 413597-73-6
tert-butyl (2S,4S)-1-[(tert-butyl)oxycarbonyl]-4-{2-[(phenylmethoxy)carbonylamino]ethylthio}pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 3 h / 0 °C

2.1: dimethylformamide / 18 h / 65 °C

3.1: 96 percent / NH₃ (g) / methanol / 3 h / 20 °C

4.1: sodium hydride (60 percent in mineral oil) / dimethylformamide / 5 h / 20 °C

4.2: 28 percent / dimethylformamide / 1 h

With ammonia; sodium hydride; In pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1002/hc.1109