benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-carboxylate
• CAS No.: 857665-78-2
• Molecular Formula: C₁₈H₁₆ClNO₅
• Molecular Weight: 367.716

Synonyms:benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-carboxylate

Chemical Property of benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-carboxylate

Chemical Property:

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Technology Process of benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-carboxylate

There total 4 articles about benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-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: 68.0%

benzyl 4-(4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-77-1) → benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-78-2)

Guidance literature:

With sulfuryl dichloride; acetic acid; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1002/jlcr.882

Reference yield:

methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C6])propanoate (857665-76-0) → benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / p-toluenesulfonic acid / toluene / 0.5 h / 80 °C

2: 68 percent / SO₂Cl₂; AcOH / diethyl ether / 1 h / 0 °C

With sulfuryl dichloride; toluene-4-sulfonic acid; acetic acid; In diethyl ether; toluene;

DOI:10.1002/jlcr.882

Reference yield:

(2S)-2-amino-3-(4-hydroxyphenyl-[ring-13C6])-propionic acid methyl ester hydrochloride → benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-78-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / NaHCO₃ / H₂O / 5 h / 20 °C

2: 56 percent / p-toluenesulfonic acid / toluene / 0.5 h / 80 °C

3: 68 percent / SO₂Cl₂; AcOH / diethyl ether / 1 h / 0 °C

With sulfuryl dichloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; In diethyl ether; water; toluene;

DOI:10.1002/jlcr.882

upstream raw materials:

benzyl 4-(4-hydroxybenzyl-[ring-13C₆])-5-oxo-1,3-oxazolidine-3-carboxylate

methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C₆])propanoate

L-[phenyl-⁽¹³⁾C₆]tyrosine

Downstream raw materials:

(2S)-2-benzyloxycarbonylamino-3-(3-chloro-4-hydroxyphenyl-[ring-13C₆])-propanoic acid

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