(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

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Chemical Name:(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid
CAS No.:857083-12-6
Molecular Formula:C₂₁H₃₀O₅
Molecular Weight:362.466
Hs Code.:

Synonyms:(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

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Chemical Property of (2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

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Technology Process of (2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

There total 5 articles about (2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid 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: 88.0%

: 857083-11-5
tert-butyl 3-[((4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)carbonyl](3R,4S)-4-[4-(tert-butoxy)phenyl]hex-5-enoate

: 857083-12-6
(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1021/jm050059m

Reference yield:

: 857083-09-1
(4S)-3-{(2E)-3-[(tert-butoxy)phenyl]prop-2-enoyl}-4-phenyl-1,3-oxazolidin-2-one

: 857083-12-6
(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: PhSCu / diethyl ether; tetrahydrofuran / -40 °C

1.2: 41 percent / diethyl ether; tetrahydrofuran / 1.1 h / -40 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 288 mg / tetrahydrofuran / 1.5 h / -78 - 20 °C

3.1: 88 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 5 h / 20 °C

With lithium hydroxide; dihydrogen peroxide; copper(I) thiophenolate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm050059m

Reference yield:

: 857083-10-4
(3R,4S)-3-[(tert-butoxy)phenyl]pent-4-enoyl-4-phenyl-1,3-oxazolidin-2-one

: 857083-12-6
(2S,3S)-2-{[(tert-butyl)oxycarbonyl]methyl}-3-[4-(tert-butoxy)phenyl]pent-4-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: LHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 288 mg / tetrahydrofuran / 1.5 h / -78 - 20 °C

2.1: 88 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 5 h / 20 °C

With lithium hydroxide; dihydrogen peroxide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jm050059m