isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

Base Information

Chemical Name:isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate
CAS No.:1452586-21-8
Molecular Formula:C₁₄H₁₇NO₄
Molecular Weight:263.293
Hs Code.:

Synonyms:isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

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Chemical Property of isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

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Technology Process of isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

There total 5 articles about isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-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: 71.0%

: 1452586-20-7
isobutyl (2S,3R)-(+)-3-bromo-2-[N-(2,2,2-trichloroacetyl)carbamoyloxy]-3-phenylpropionate

: 1452586-21-8
isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

Guidance literature:: isobutyl (2S,3R)-(+)-3-bromo-2-[N-(2,2,2-trichloroacetyl)carbamoyloxy]-3-phenylpropionate; With sodium hydride; In tetrahydrofuran; mineral oil; at -15 ℃; for 3h; Inert atmosphere;

With 18-crown-6 ether; In tetrahydrofuran; mineral oil; at -15 - 20 ℃; pH=7; Inert atmosphere;
DOI:10.1007/s11172-012-0302-4

Reference yield:

: 19190-80-8,37161-74-3,40956-18-1,41603-34-3,99528-65-1,115794-66-6,115794-67-7,115794-68-8,130607-99-7
methyl trans-3-phenylglycidate

: 1452586-21-8
isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lipase PS-C M_. miehei / hexane / 55 h / 30 °C / Enzymatic reaction

2.1: magnesium dibromide etherate / diethyl ether / 3.5 h / -55 - 3 °C

3.1: tetrahydrofuran / 2.5 h / 25 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / -15 °C / Inert atmosphere

4.2: -15 - 20 °C / pH 7 / Inert atmosphere

With lipase PS-C M_. miehei; sodium hydride; magnesium dibromide etherate; In tetrahydrofuran; diethyl ether; hexane; mineral oil;
DOI:10.1007/s11172-012-0302-4

Reference yield:

: 103-26-4,1754-62-7
Methyl cinnamate

: 1452586-21-8
isobutyl (4S,5R)-4-phenyloxazolidin-2-one-5-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 50 h / Reflux

2.1: lipase PS-C M_. miehei / hexane / 55 h / 30 °C / Enzymatic reaction

3.1: magnesium dibromide etherate / diethyl ether / 3.5 h / -55 - 3 °C

4.1: tetrahydrofuran / 2.5 h / 25 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / -15 °C / Inert atmosphere

5.2: -15 - 20 °C / pH 7 / Inert atmosphere

With lipase PS-C M_. miehei; sodium hydride; magnesium dibromide etherate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; mineral oil;
DOI:10.1007/s11172-012-0302-4