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

Base Information

• Chemical Name: methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C₆])propanoate
• CAS No.: 857665-76-0
• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 335.287

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

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

Chemical Property:

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

There total 2 articles about methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C₆])propanoate 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: 48.0%

(2S)-2-amino-3-(4-hydroxyphenyl-[ring-13C6])-propionic acid methyl ester hydrochloride + benzyl chloroformate (501-53-1,94274-21-2) → methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C6])propanoate (857665-76-0)

Guidance literature:

With sodium hydrogencarbonate; In water; at 20 ℃; for 5h;

DOI:10.1002/jlcr.882

Reference yield:

L-[phenyl-(13)C6]tyrosine (201595-63-3) → methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C6])propanoate (857665-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96.6 percent / thionyl chloride / 24 h / 20 °C

2: 48 percent / NaHCO₃ / H₂O / 5 h / 20 °C

With thionyl chloride; sodium hydrogencarbonate; In water;

DOI:10.1002/jlcr.882

Reference yield: 56.0%

methyl (2S)-2-benzyloxycarbonylamino-3-(4-hydroxyphenyl-[ring-13C6])propanoate (857665-76-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → benzyl 4-(4-hydroxybenzyl-[ring-13C6])-5-oxo-1,3-oxazolidine-3-carboxylate (857665-77-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 80 ℃; for 0.5h;

DOI:10.1002/jlcr.882

upstream raw materials:

benzyl chloroformate

L-[phenyl-⁽¹³⁾C₆]tyrosine

Downstream raw materials:

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

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

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

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