(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

Base Information

• Chemical Name: (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate
• CAS No.: 949894-57-9
• Molecular Formula: C₁₈H₂₃NO₅
• Molecular Weight: 333.384

Synonyms:(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

Chemical Property of (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

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Technology Process of (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

There total 9 articles about (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) 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: 96.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) + propargyl bromide (106-96-7) → (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate (949894-57-9)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/ol200861f

Reference yield: 83.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid (340732-79-8) → (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate (949894-57-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃;

DOI:10.1055/s-2007-983813

Reference yield: 75.0%

C24H23Co2NO11 → (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate (949894-57-9)

Guidance literature:

With ammonium cerium (IV) nitrate; In acetone; at 0 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b02088

upstream raw materials:

diazomethane

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid

(2S)-2-tert-butoxycarbonylamino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid propargyl ester

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

Downstream raw materials:

methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate

C₁₃H₁₅NO₃

C₉₂H₁₀₆N₆O₁₆

2(S)-tert-butoxycarbonylamino-3-{4-[4-(2(S)-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxymethyl]-1,2,3-triazol-1-yl}-propionic acid methyl ester

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