tert-butyl N²-[4-(aminocarbonyl)-3-iodobenzoyl]-N⁵-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate

Base Information

• Chemical Name: tert-butyl N²-[4-(aminocarbonyl)-3-iodobenzoyl]-N⁵-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate
• CAS No.: 857088-48-3
• Molecular Formula: C₃₂H₄₄IN₅O₇S
• Molecular Weight: 769.701
• Mol file: 857088-48-3.mol

Synonyms:tert-butyl N²-[4-(aminocarbonyl)-3-iodobenzoyl]-N⁵-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate

Chemical Property of tert-butyl N²-[4-(aminocarbonyl)-3-iodobenzoyl]-N⁵-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N²-[4-(aminocarbonyl)-3-iodobenzoyl]-N⁵-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate

There total 3 articles about tert-butyl N²-[4-(aminocarbonyl)-3-iodobenzoyl]-N⁵-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate 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: 70.0%

Νω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-arginine t-butyl ester (169543-81-1) + 4-(aminocarbonyl)-3-iodobenzoic acid (857088-45-0) → tert-butyl N2-[4-(aminocarbonyl)-3-iodobenzoyl]-N5-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate (857088-48-3)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1021/jo050599r

Reference yield:

1-methyl-2-aminoterephthalate (60728-41-8) → tert-butyl N2-[4-(aminocarbonyl)-3-iodobenzoyl]-N5-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate (857088-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: t-butyl nitrite; NaI; trifluoroacetic acid / acetonitrile; dimethylsulfoxide / 20 - 65 °C

2: 90 percent / ammonium hydroxide / H₂O / 12 h / 20 °C

3: 70 percent / DPPA; Et₃N / dimethylformamide / 8 h / 20 °C

With ammonium hydroxide; tert.-butylnitrite; diphenyl-phosphinic acid; triethylamine; trifluoroacetic acid; sodium iodide; In water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo050599r

Reference yield:

[3-iodo-4-(methoxycarbonyl)]benzoic acid (299173-24-3) → tert-butyl N2-[4-(aminocarbonyl)-3-iodobenzoyl]-N5-[{[(2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl]amino}(imino)mehtyl]-L-ornithinate (857088-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / ammonium hydroxide / H₂O / 12 h / 20 °C

2: 70 percent / DPPA; Et₃N / dimethylformamide / 8 h / 20 °C

With ammonium hydroxide; diphenyl-phosphinic acid; triethylamine; In water; N,N-dimethyl-formamide;

DOI:10.1021/jo050599r

upstream raw materials:

Ν^ω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-arginine t-butyl ester

4-(aminocarbonyl)-3-iodobenzoic acid

1-methyl-2-aminoterephthalate

[3-iodo-4-(methoxycarbonyl)]benzoic acid

Refernces