3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid

Base Information

• Chemical Name: 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid
• CAS No.: 939378-13-9
• Molecular Formula: C₃₉H₅₆N₃O₈P
• Molecular Weight: 725.863
• Mol file: 939378-13-9.mol

Synonyms:

Chemical Property of 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid

There total 9 articles about 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid 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: 8.0%

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-aminopropionic acid (939377-98-7) + 4-[(N-tert-butyloxycarbonylamino)methyl]iodobenzene (189132-01-2) → 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid (939378-13-9)

Guidance literature:

With copper(l) iodide; potassium carbonate; In dimethyl sulfoxide; at 65 ℃; for 48h;

DOI:10.1016/j.bmc.2007.02.042

Reference yield:

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-benzyloxycarbonylaminopropionic acid methyl ester (939378-04-8) → 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid (939378-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / aq. NaOH / methanol / 16 h / 20 °C

2: 100 percent / H₂ / Pd/BaSO₄ / methanol; H₂O / 3.5 h

3: 8 percent / CuI; K₂CO₃ / dimethylsulfoxide / 48 h / 65 °C

With sodium hydroxide; copper(l) iodide; hydrogen; potassium carbonate; Pd-BaSO₄; In methanol; water; dimethyl sulfoxide;

DOI:10.1016/j.bmc.2007.02.042

Reference yield:

2-benzyloxycarbonylamino-3-[(1-tert-butyloxycarbonylamino-3-phenylpropyl)hydroxyphosphinoyl]propionic acid methyl ester (939378-02-6) → 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)phenylamino]propionic acid (939378-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / silver oxide / CHCl₃ / Heating

2: 92 percent / aq. NaOH / methanol / 16 h / 20 °C

3: 100 percent / H₂ / Pd/BaSO₄ / methanol; H₂O / 3.5 h

4: 8 percent / CuI; K₂CO₃ / dimethylsulfoxide / 48 h / 65 °C

With sodium hydroxide; copper(l) iodide; hydrogen; potassium carbonate; silver(l) oxide; Pd-BaSO₄; In methanol; chloroform; water; dimethyl sulfoxide;

DOI:10.1016/j.bmc.2007.02.042

upstream raw materials:

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-aminopropionic acid

4-[(N-tert-butyloxycarbonylamino)methyl]iodobenzene

2-benzyloxycarbonylamino-3-[(1-tert-butyloxycarbonylamino-3-phenylpropyl)hydroxyphosphinoyl]propionic acid methyl ester

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-benzyloxycarbonylaminopropionic acid methyl ester