(1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

Base Information

Chemical Name:(1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one
CAS No.:214286-62-1
Molecular Formula:C₁₅H₁₈FN₃O₂
Molecular Weight:291.325
Hs Code.:

Synonyms:(1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

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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 (1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

Chemical Property:

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Technology Process of (1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

There total 6 articles about (1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one 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: 62.0%

: 214286-61-0
(1'R,3R,5S)-5-(1'-bromo-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

: 214286-62-1
(1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 67h;
DOI:10.1021/jm980537b

Reference yield:

: 61229-07-0
trans-6-methylhept-4-enoic acid

: 214286-62-1
(1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / SOCl₂ / CHCl₃ / 0.75 h / Heating

2: 56 percent / Et₃N / tetrahydrofuran / 0.25 h / 0 °C

3: 1.) LDA, LiCl / 1.) THF, hexane, a) -78 deg C, 1.75 h, b) 0 deg C, 20 min, c) 23 deg C, 5 min, 2.) THF, 0 deg C, 30 min

4: 80 percent / N-bromosuccinimide, glacial AcOH / tetrahydrofuran; H₂O / a) 0 deg C, 15 min, b) reflux, 45 min

5: 62 percent / NaN₃ / dimethylformamide / 67 h / 50 °C

With N-Bromosuccinimide; thionyl chloride; sodium azide; acetic acid; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm980537b

Reference yield:

: 112375-59-4
trans-6-methylhept-4-enoic acid chloride

: 214286-62-1
(1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / Et₃N / tetrahydrofuran / 0.25 h / 0 °C

2: 1.) LDA, LiCl / 1.) THF, hexane, a) -78 deg C, 1.75 h, b) 0 deg C, 20 min, c) 23 deg C, 5 min, 2.) THF, 0 deg C, 30 min

3: 80 percent / N-bromosuccinimide, glacial AcOH / tetrahydrofuran; H₂O / a) 0 deg C, 15 min, b) reflux, 45 min

4: 62 percent / NaN₃ / dimethylformamide / 67 h / 50 °C

With N-Bromosuccinimide; sodium azide; acetic acid; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm980537b