3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester

Base Information

• Chemical Name: 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester
• CAS No.: 247017-86-3
• Molecular Formula: C₃₂H₃₀IN₃O₆
• Molecular Weight: 679.511
• Mol file: 247017-86-3.mol

Synonyms:3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester

Chemical Property of 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester

There total 2 articles about 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl 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: 97.0%

3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid chloromethyl ester (247017-85-2) → 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester (247017-86-3)

Guidance literature:

With sodium iodide; In acetone; Heating;

DOI:10.1016/S0960-894X(00)00183-9

Reference yield:

PD 154075 (158991-23-2) → 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester (247017-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KN(TMS)2 / tetrahydrofuran / -78 °C

1.2: 99 percent / tetrahydrofuran / -78 °C

2.1: 97 percent / NaI / acetone / Heating

With potassium hexamethylsilazane; sodium iodide; In tetrahydrofuran; acetone; 1.1: Metallation / 1.2: Acylation / 2.1: Iodination;

DOI:10.1016/S0960-894X(00)00183-9

Reference yield: 75.0%

3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid iodomethyl ester (247017-86-3) + ((4-(((bis(benzyloxy)phosphoryl)oxy)methyl)benzoyl)oxy)silver → 3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-(bis-benzyloxy-phosphoryloxymethyl)-benzoyloxymethyl ester (247017-91-0)

Guidance literature:

In toluene; Heating;

DOI:10.1016/S0960-894X(00)00183-9

upstream raw materials:

3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid chloromethyl ester

PD 154075

Downstream raw materials:

3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid bis-benzyloxy-phosphoryloxymethyl ester

3-[(R)-2-(Benzofuran-2-ylmethoxycarbonylamino)-2-((S)-1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-(bis-benzyloxy-phosphoryloxymethyl)-benzoyloxymethyl ester