N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine

Base Information

• Chemical Name: N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine
• CAS No.: 137043-71-1
• Molecular Formula: C₃₅H₄₂N₆O₁₁S
• Molecular Weight: 754.818

Synonyms:N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine

Chemical Property of N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine

Chemical Property:

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Technology Process of N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine

There total 13 articles about N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine 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: 75.0%

NG-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine (112160-37-9) + 2,2-bis(4'-nitrophenyl)ethyl-N-succinimidyl carbonate (116869-01-3) → Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine (137043-71-1)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1016/S0040-4020(01)81953-0

Reference yield:

2,2,5,7,8-pentamethyl-chromane (55646-01-0) → Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine (137043-71-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 53 percent / chlorosulphonic acid / CHCl₃ / 1.) -5 deg C, 15 min 2.) -5 deg C -> rt, 1 h

2: 3.2 M sodium hydroxide / acetone / 1.) 0 deg C, 2 h 2.) rt, 2 h

3: H₂ / 10percent Pd/C / methanol

4: 65 percent / 5percent aq. sodium carbonate / dimethylformamide / 1 h / Ambient temperature

With chlorosulfonic acid; sodium hydroxide; hydrogen; sodium carbonate; palladium on activated charcoal; In methanol; chloroform; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)86564-9

Reference yield:

2,3,5-trimethylphenol (697-82-5) → Nα-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)arginine (137043-71-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 44 percent / ZnCl₂ / acetic acid / 1.) 23 deg C, 12 h 2.) 150 deg C, 7 h

2: 53 percent / chlorosulphonic acid / CHCl₃ / 1.) -5 deg C, 15 min 2.) -5 deg C -> rt, 1 h

3: 3.2 M sodium hydroxide / acetone / 1.) 0 deg C, 2 h 2.) rt, 2 h

4: H₂ / 10percent Pd/C / methanol

5: 65 percent / 5percent aq. sodium carbonate / dimethylformamide / 1 h / Ambient temperature

With chlorosulfonic acid; sodium hydroxide; hydrogen; sodium carbonate; zinc(II) chloride; palladium on activated charcoal; In methanol; chloroform; acetic acid; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)86564-9

upstream raw materials:

N^G-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine

2,2-bis(4'-nitrophenyl)ethyl-N-succinimidyl carbonate

styrene oxide

bromobenzene

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