N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester

Base Information

• Chemical Name: N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester
• CAS No.: 76847-29-5
• Molecular Formula: C₃₀H₂₇F₅N₂O₆
• Molecular Weight: 606.546
• Mol file: 76847-29-5.mol

Synonyms:N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester

Chemical Property of N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester

There total 16 articles about N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester 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: 81.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline (82134-70-1) → N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester (76847-29-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; 1.) 0 deg C, 1 h, 2.) 20 deg C, 2 h;

DOI:10.1021/jo00138a012

Reference yield:

p-cresol (106-44-5) → N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester (76847-29-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 68 percent / hydroquinone, Na / 100 h / Heating

2: 66 percent / N-bromosuccinimide, 2,2'-azobis(isobutyronitrile) / CCl₄ / Heating

3: 77 percent / CH₂Cl₂ / 24 h / 20 °C

4: 91 percent / 19percent aq. HCl / Heating

5: 98 percent / N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 4 h, 2.) 20 deg C, 12 h

6: H₂, aq. 25percent HCl / PdO / ethanol / 2280 Torr

7: 2 N aq. NaOH / 4 h / 0 °C

8: 81 percent / N,N'-Dicyclohexylcarbodiimide / ethyl acetate / 1.) 0 deg C, 1 h, 2.) 20 deg C, 2 h

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; sodium; hydroquinone; dicyclohexyl-carbodiimide; trimethyleneglycol; In tetrachloromethane; ethanol; dichloromethane; ethyl acetate;

DOI:10.1021/jo00138a012

Reference yield:

methyl 3-<(4-methylphenyl)oxy>propanoate (7497-92-9) → N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline pentafluorophenyl ester (76847-29-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 66 percent / N-bromosuccinimide, 2,2'-azobis(isobutyronitrile) / CCl₄ / Heating

2: 77 percent / CH₂Cl₂ / 24 h / 20 °C

3: 91 percent / 19percent aq. HCl / Heating

4: 98 percent / N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 4 h, 2.) 20 deg C, 12 h

5: H₂, aq. 25percent HCl / PdO / ethanol / 2280 Torr

6: 2 N aq. NaOH / 4 h / 0 °C

7: 81 percent / N,N'-Dicyclohexylcarbodiimide / ethyl acetate / 1.) 0 deg C, 1 h, 2.) 20 deg C, 2 h

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; dicyclohexyl-carbodiimide; trimethyleneglycol; In tetrachloromethane; ethanol; dichloromethane; ethyl acetate;

DOI:10.1021/jo00138a012

upstream raw materials:

2,3,4,5,6-pentafluorophenol

N-<3-<<4-<β-<(benzyloxycarbonyl)amino>ethyl>phenyl>oxy>propanoyl>-L-proline

1-{3-[4-(2-Benzyloxycarbonylamino-ethyl)-phenoxy]-propionyl}-pyrrolidine-2-carboxylic acid

4-cyanomethylphenol

Downstream raw materials:

cyclo-phenyl>oxy>propanoyl>-prolyl>

(5S)-5,6-trimethylene-8-deamino-1,2-dihydro-p-phencyclopeptine

cyclo-bisphenyl>oxy>propanoyl>-L-prolyl>

(R)-2-Oxa-6,12-diaza-tricyclo[13.2.2.0^6,10]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-5,11-dione