(S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one
CAS No.:1321545-26-9
Molecular Formula:C₂₆H₃₁NO₅
Molecular Weight:437.536
Hs Code.:

Synonyms:(S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

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Chemical Property of (S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

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Technology Process of (S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

There total 6 articles about (S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-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: 86.0%

: 556-56-9
allyl iodid

: 1321545-28-1
(S)-3-[3-(4-benzyloxy-3-methoxyphenyl)propanoyl]-4-isopropyloxazolidin-2-one

: 1321545-26-9
(S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

Guidance literature:: (S)-3-[3-(4-benzyloxy-3-methoxyphenyl)propanoyl]-4-isopropyloxazolidin-2-one; With potassium hexamethylsilazane; In tetrahydrofuran; hexane; at -72 ℃; for 1.16667h; Inert atmosphere;

allyl iodid; In tetrahydrofuran; hexane; at -72 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1055/s-0030-1259982

Reference yield:

: 1135-24-6,537-98-4
3-(4-hydroxy-3-methoxyphenyl)acrylic acid

: 1321545-26-9
(S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C / 760.05 Torr / Inert atmosphere

2.1: potassium carbonate / acetone / Inert atmosphere; Reflux

3.1: water; potassium hydroxide / methanol / 70 °C

4.1: triethylamine / tetrahydrofuran / -70 - 0 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / -70 °C / Inert atmosphere

5.2: -70 - 0 °C / Inert atmosphere

6.1: potassium hexamethylsilazane / tetrahydrofuran; hexane / 1.17 h / -72 °C / Inert atmosphere

6.2: 2 h / -72 °C / Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; water; hydrogen; potassium hexamethylsilazane; potassium carbonate; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; hexane; ethyl acetate; acetone;
DOI:10.1055/s-0030-1259982

Reference yield:

: C₂₂H₂₆O₅

: 1321545-26-9
(S)-3-[(S)-2-(4-benzyloxy-3-methoxybenzyl)pent-4-enoyl]-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -70 °C / Inert atmosphere

1.2: -70 - 0 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran; hexane / 1.17 h / -72 °C / Inert atmosphere

2.2: 2 h / -72 °C / Inert atmosphere

With n-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; hexane;
DOI:10.1055/s-0030-1259982