D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine

Base Information

• Chemical Name: D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine
• CAS No.: 139377-44-9
• Molecular Formula: C₂₆H₃₃N₃O₈
• Molecular Weight: 515.563
• Mol file: 139377-44-9.mol

Synonyms:D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine

Chemical Property of D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine

There total 13 articles about D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine 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:

N-Boc-D-(4-Cl)Phe-OH (57292-44-1) → D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine (139377-44-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) pyridine, 2) DCC / 1) acetonitrile, DMF, 0 deg C, 2) 0 deg C, 16 h

3: 75.4 percent / Zn, NaI / tetrahydrofuran; H₂O / Heating

4: 1,3-cyclohexadiene / 10percent Pd/C / ethanol / Heating

With pyridine; cyclohexa-1,3-diene; dicyclohexyl-carbodiimide; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jo00032a028

Reference yield:

D-N-<(1,1-dimethylethoxy)carbonyl>-O-acetyl>amino>-2-oxo-2-ethoxyethyl>phenyl>tyrosine (139377-43-8) → D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine (139377-44-9)

Guidance literature:

With cyclohexa-1,3-diene; palladium on activated charcoal; In ethanol; Heating;

DOI:10.1021/jo00032a028

Reference yield:

3-(4-chlorophenyl)propanoic acid (2019-34-3) → D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine (139377-44-9)

Guidance literature:

Multi-step reaction with 9 steps

1: Et₃N / tetrahydrofuran / a) -78 deg C, 10 min, b) 0 deg C, 30 min

2: 1) n-BuLi / 1) hexane, THF, -78 deg C, 2) a) -78 deg C, 15 min, b) up to room temp., 45 min

3: 1) KHMDS, 2) trisyl azide / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 2 min

4: aq. LiOH, 30percent H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 °C

5: H₂ / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

6: 1) pyridine, 2) DCC / 1) acetonitrile, DMF, 0 deg C, 2) 0 deg C, 16 h

8: 75.4 percent / Zn, NaI / tetrahydrofuran; H₂O / Heating

9: 1,3-cyclohexadiene / 10percent Pd/C / ethanol / Heating

With pyridine; lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; cyclohexa-1,3-diene; triethylamine; dicyclohexyl-carbodiimide; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; ethyl acetate;

DOI:10.1021/jo00032a028

upstream raw materials:

D-N-<(1,1-dimethylethoxy)carbonyl>-O-acetyl>amino>-2-oxo-2-ethoxyethyl>phenyl>tyrosine

3-(4-chlorophenyl)propanoic acid

di-tert-butyl dicarbonate

(R)-3-hydroxyphenylglycine