3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid

Base Information

• Chemical Name: 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid
• CAS No.: 182193-41-5
• Molecular Formula: C₂₉H₃₆NO₆P
• Molecular Weight: 525.582
• Mol file: 182193-41-5.mol

Synonyms:3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid

Chemical Property of 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid

There total 4 articles about 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-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: 86.0%

3-((1-(N-(benzyloxycarbonyl)amino)-2-phenylethyl)(adamantyloxy)phosphinyl)propanoic acid ethyl ester (181506-68-3) → 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid (182193-41-5)

Guidance literature:

With sodium hydroxide; In ethanol; for 2h;

DOI:10.1021/jo9603439

Reference yield:

1-Adamantyl bromide (768-90-1) → 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid (182193-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂O / CHCl₃ / 1.33 h / Heating

2: 86 percent / 4 N NaOH / ethanol / 2 h

With sodium hydroxide; silver(l) oxide; In ethanol; chloroform;

DOI:10.1021/jo9603439

Reference yield:

[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid (115961-49-4) → 3-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoyl]-propionic acid (182193-41-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) hexamethyldisilazane / 1) 110 deg C, 1 h, 2) 90 deg C, 4 h

2: Ag₂O / CHCl₃ / 1.33 h / Heating

3: 86 percent / 4 N NaOH / ethanol / 2 h

With sodium hydroxide; 1,1,1,3,3,3-hexamethyl-disilazane; silver(l) oxide; In ethanol; chloroform;

DOI:10.1021/jo9603439

upstream raw materials:

3-((1-(N-(benzyloxycarbonyl)amino)-2-phenylethyl)(adamantyloxy)phosphinyl)propanoic acid ethyl ester

1-Adamantyl bromide

[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid

(R,S)-3-((1'-(N-benzyloxycarbonylamino)-2'-phenylethyl)methyloxyphosphinyl)propanoic acid ethyl ester

Downstream raw materials:

3-[(Adamantan-1-yloxy)-(1-amino-2-phenyl-ethyl)-phosphinoyl]-propionic acid