N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate

Base Information

• Chemical Name: N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate
• CAS No.: 137043-77-7
• Molecular Formula: C₇H₈O₃S*C₅₁H₈₁N₁₁O₁₂S₂
• Molecular Weight: 1276.61

Synonyms:N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate

Chemical Property of N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate

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Technology Process of N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate

There total 6 articles about N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate 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: 88.0%

Nα-benzyloxycarbonyl-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-NG-(2,2,5,7,8-pentamethylchroman-6 sulphonyl)-arginylglycylglycine methyl ester (112160-34-6) + toluene-4-sulfonic acid (104-15-4) → NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate (137043-77-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

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

Reference yield:

2,2,5,7,8-pentamethyl-chromane (55646-01-0) → NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate (137043-77-7)

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: 1.) diphenylphosphinyl chloride, NMM 2.) NMM, 2,6-lutidine / 1.) DCM, -5 deg C, 2 min 2.) DMF a) -10 deg C, 1 h b) -10 deg C -> rt, 3 h c) rt, 1 h

4: 88 percent / H₂ / 10percent Pd/C / methanol / 24 h

With 4-methyl-morpholine; 2,6-dimethylpyridine; chlorosulfonic acid; sodium hydroxide; hydrogen; Diphenylphosphinic chloride; palladium on activated charcoal; In methanol; chloroform; acetone;

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

Reference yield:

2,3,5-trimethylphenol (697-82-5) → NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-NG-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylglycylglycine methyl ester tosylate (137043-77-7)

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: 1.) diphenylphosphinyl chloride, NMM 2.) NMM, 2,6-lutidine / 1.) DCM, -5 deg C, 2 min 2.) DMF a) -10 deg C, 1 h b) -10 deg C -> rt, 3 h c) rt, 1 h

5: 88 percent / H₂ / 10percent Pd/C / methanol / 24 h

With 4-methyl-morpholine; 2,6-dimethylpyridine; chlorosulfonic acid; sodium hydroxide; hydrogen; zinc(II) chloride; Diphenylphosphinic chloride; palladium on activated charcoal; In methanol; chloroform; acetic acid; acetone;

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

upstream raw materials:

N^α-benzyloxycarbonyl-N^G-(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-arginylleucinyl-N^G-(2,2,5,7,8-pentamethylchroman-6 sulphonyl)-arginylglycylglycine methyl ester

toluene-4-sulfonic acid

2,2,5,7,8-pentamethyl-chromane

2,3,5-trimethylphenol

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