(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

Base Information

Chemical Name:(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone
CAS No.:128217-41-4
Molecular Formula:C₂₂H₂₃NO₄
Molecular Weight:365.429
Hs Code.:

Synonyms:(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

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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 (4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

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Technology Process of (4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

There total 8 articles about (4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone 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:

: 4799-68-2
3-benzyloxypropan-1-ol

: 128217-41-4
(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -78 °C

2.1: 28 g / CH₂Cl₂ / 20 °C

3.1: 95 percent / aq. LiOH / dioxane / 3 h / 20 °C

4.1: DMF; oxalyl chloride / CH₂Cl₂ / 0.5 h / 20 °C

5.1: n-BuLi / tetrahydrofuran / -78 °C

5.2: tetrahydrofuran / 1 h / -78 - 20 °C

With lithium hydroxide; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1.1: Oxidation / 2.1: Condensation / 3.1: Hydrolysis / 4.1: Substitution / 5.1: Metallation / 5.2: Acylation;
DOI:10.1039/b000751j

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1029569-92-3
5-(benzyloxy)pent-2-enoic acid chloride

: 128217-41-4
(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: (S)-4-Benzyl-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

5-(benzyloxy)pent-2-enoic acid chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Further stages.;
DOI:10.1039/b000751j

Reference yield:

: 772-01-0
2-phenyl-1,3-dioxane

: 128217-41-4
(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / 1.)diisobutylaluminum hydride, 2.)methanol / toluene / Ambient temperature

2: oxalyl chloride - DMSO, Et₃N / CH₂Cl₂ / 0.75 h / -70 - -65 °C

3: 181.2 g / CH₂Cl₂ / 1.)-70 -> -65 deg C, 15 min., 2.)r.t., 4 h

4: 1N NaOH / tetrahydrofuran / 5 h / Ambient temperature

With methanol; sodium hydroxide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00304a019