N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester

Base Information

• Chemical Name: N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester
• CAS No.: 118039-05-7
• Molecular Formula: C₇₆H₇₈N₆O₉S₂
• Molecular Weight: 1283.62
• Mol file: 118039-05-7.mol

Synonyms:N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester

Chemical Property of N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester

There total 13 articles about N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl 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:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester (118039-05-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methylene chloride, 5 min; 2.) triethylamine, methylene chloride, RT, 20 h

2: 98 percent / H₂ / 10percent Pd on carbon / methanol / 4 h / atmospheric pressure

3: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methylene chloride, RT, 5 min; 2.) triethylamine, RT, 20 h

4: 93 percent / H₂ / 10percent Pd on carbon / methanol / 5 h / atmospheric pressure

5: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methanol, 5 min; 2.) triethylamine, 44 h

6: 77 percent / formic acid / 0.42 h / 10 °C

7: 1.) 10 percent citric acid; 2.) EEDQ / 1.) ethyl acetate, 10 percent citric acid; 2.) ethyl acetate, EEDQ, 10 min; 3.) ethyl acetate, 20 h

With formic acid; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; citric acid; palladium on activated charcoal; In methanol;

DOI:10.1139/v88-425

Reference yield:

(S)-1-(2-(tert-butoxycarbonylamino)acetyl)pyrrolidine-2-carboxylic acid (14296-92-5) → N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester (118039-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methylene chloride, RT, 5 min; 2.) triethylamine, RT, 20 h

2: 93 percent / H₂ / 10percent Pd on carbon / methanol / 5 h / atmospheric pressure

3: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methanol, 5 min; 2.) triethylamine, 44 h

4: 77 percent / formic acid / 0.42 h / 10 °C

5: 1.) 10 percent citric acid; 2.) EEDQ / 1.) ethyl acetate, 10 percent citric acid; 2.) ethyl acetate, EEDQ, 10 min; 3.) ethyl acetate, 20 h

With formic acid; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; citric acid; palladium on activated charcoal; In methanol;

DOI:10.1139/v88-425

Reference yield:

glycyl-L-proline benzyl ester hydrochloride (59191-07-0) → N-Boc-S-trityl-L-cysteinyl-glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester (118039-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methylene chloride, RT, 5 min; 2.) triethylamine, RT, 20 h

2: 93 percent / H₂ / 10percent Pd on carbon / methanol / 5 h / atmospheric pressure

3: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methanol, 5 min; 2.) triethylamine, 44 h

4: 77 percent / formic acid / 0.42 h / 10 °C

5: 1.) 10 percent citric acid; 2.) EEDQ / 1.) ethyl acetate, 10 percent citric acid; 2.) ethyl acetate, EEDQ, 10 min; 3.) ethyl acetate, 20 h

With formic acid; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; citric acid; palladium on activated charcoal; In methanol;

DOI:10.1139/v88-425

upstream raw materials:

glycyl-L-prolyl-glycyl-L-prolyl-S-trityl-L-cysteine benzhydryl ester

N-Boc-S-trityl-L-cysteine dicyclohexylamine salt

benzophenone

benzophenone hydrazone

Downstream raw materials:

phenceptin

Refernces