methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate

Base Information

• Chemical Name: methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate
• CAS No.: 223128-16-3
• Molecular Formula: C₂₅H₃₂N₂O₇
• Molecular Weight: 472.538

Synonyms:methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate

Chemical Property of methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate

Chemical Property:

Purity/Quality:

95-2344%min ^*data from raw suppliers

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Technology Process of methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate

There total 2 articles about methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate 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: 73.0%

2-(N-tert-butoxycarbonylamino)ethanol (26690-80-2) + N-(benzyloxycarbonyl)-L-tyrosine methyl ester (13512-31-7) → methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate (223128-16-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 25 ℃; for 48h;

DOI:10.1002/chem.200501466

Reference yield: 66.0%

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) + N-(benzyloxycarbonyl)-L-tyrosine methyl ester (13512-31-7) → methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate (223128-16-3)

Guidance literature:

With caesium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.jorganchem.2006.10.058

Reference yield: 95.0%

methyl (S)-2-benzyloxycarbonylamino-3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]propionate (223128-16-3) + trifluoroacetic acid (76-05-1) → C6H5CH2OOCNHCH(COOCH3)CH2C6H4OCH2CH2NH3(1+)*CF3COO(1-)=(C6H5CH2OOCNHCH(COOCH3)CH2C6H4OCH2CH2NH3)(CF3COO) (934220-20-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 96h;

DOI:10.1016/j.jorganchem.2006.10.058

upstream raw materials:

2-(N-tert-butoxycarbonylamino)ethanol

N-(benzyloxycarbonyl)-L-tyrosine methyl ester

2-(tert-butoxycarbonylamino)ethyl bromide

Downstream raw materials:

2-amino-3-[4-(2-tert-butoxycarbonylamino-ethoxy)-phenyl]-propionic acid methyl ester

C₆H₅CH₂OOCNHCH(COOCH₃)CH₂C₆H₄OCH₂CH₂NH₃⁽¹⁺⁾*CF₃COO^(1-)=(C₆H₅CH₂OOCNHCH(COOCH₃)CH₂C₆H₄OCH₂CH₂NH₃)(CF₃COO)

2-(2-benzyloxycarbonylamino-ethylamino)-3-[4-(2-tert-butoxycarbonylamino-ethoxy)-phenyl]-propionic acid methyl ester

2-{(2-benzyloxycarbonylamino-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-3-[4-(2-tert-butoxycarbonylamino-ethoxy)-phenyl]-propionic acid methyl ester

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