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

Base Information

• Chemical Name: (2S)-2-benzyloxycarbonylamino-3-(3-chloro-4-hydroxyphenyl-[ring-13C₆])-propanoic acid
• CAS No.: 857665-79-3
• Molecular Formula: C₁₇H₁₆ClNO₅
• Molecular Weight: 355.705

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

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

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

There total 5 articles about (2S)-2-benzyloxycarbonylamino-3-(3-chloro-4-hydroxyphenyl-[ring-13C₆])-propanoic 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: 85.0%

benzyl 4-(3-chloro-4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-78-2) → (2S)-2-benzyloxycarbonylamino-3-(3-chloro-4-hydroxyphenyl-[ring-13C6])-propanoic acid (857665-79-3)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; for 0.166667h; Heating;

DOI:10.1002/jlcr.882

Reference yield:

methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C6])propanoate (857665-76-0) → (2S)-2-benzyloxycarbonylamino-3-(3-chloro-4-hydroxyphenyl-[ring-13C6])-propanoic acid (857665-79-3)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 85 percent / NaHCO₃ / H₂O; methanol / 0.17 h / Heating

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

DOI:10.1002/jlcr.882

Reference yield:

benzyl 4-(4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-77-1) → (2S)-2-benzyloxycarbonylamino-3-(3-chloro-4-hydroxyphenyl-[ring-13C6])-propanoic acid (857665-79-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 85 percent / NaHCO₃ / H₂O; methanol / 0.17 h / Heating

With sulfuryl dichloride; sodium hydrogencarbonate; acetic acid; In methanol; diethyl ether; water;

DOI:10.1002/jlcr.882

upstream raw materials:

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

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

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

L-[phenyl-⁽¹³⁾C₆]tyrosine

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