Cyclo(D-Phe-ProΨGly-Pro-Gly)

Base Information

Chemical Name:Cyclo(D-Phe-ProΨGly-Pro-Gly)
CAS No.:123541-51-5
Molecular Formula:C₂₃H₂₉N₅O₄S
Molecular Weight:471.58
Hs Code.:

Synonyms:Cyclo(D-Phe-ProΨGly-Pro-Gly)

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Chemical Property of Cyclo(D-Phe-ProΨGly-Pro-Gly)

Chemical Property:

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Technology Process of Cyclo(D-Phe-ProΨGly-Pro-Gly)

There total 10 articles about Cyclo(D-Phe-ProΨGly-Pro-Gly) 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: 7.9%

: 123541-58-2
HCl*D-Phe-ProΨGly-Pro-Gly-OH

: 123541-51-5
Cyclo(D-Phe-ProΨGly-Pro-Gly)

Guidance literature:: With dmap; diphenyl-phosphinic acid; benzotriazol-1-ol; triethylamine; In N,N-dimethyl-formamide; at 4 ℃; for 120h;
DOI:10.1021/ja00157a064

Reference yield:

: 57294-31-2
Boc-Pro-Gly-OEt

: 123541-51-5
Cyclo(D-Phe-ProΨGly-Pro-Gly)

Guidance literature:: Multi-step reaction with 8 steps

1: 62 percent / Lawesson's reagent / tetrahydrofuran / 1.) RT, 2.5 h, 2.) reflux, 30 min

2: 90.2 percent / 1 N NaOH / methanol / 3 h

3: 76.3 percent / EDC, HOBt, triethylamine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 18 h

4: 100 percent / 4 N HCl / dioxane / 0.67 h

5: 90.3 percent / HOBt, triethylamine, EDC / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 18 h

6: 87.8 percent / 1 N NaOH aq. / methanol / 3 h

7: 100 percent / 4 N HCl / dioxane / 0.67 h

8: 7.9 percent / DPPA, HOBt, DMAP, triethylamine / dimethylformamide / 120 h / 4 °C

With Lawessons reagent; hydrogenchloride; dmap; sodium hydroxide; diphenyl-phosphinic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00157a064

Reference yield:

: 15761-39-4,59433-50-0
N-tert-butoxycarbonyl-proline

: 123541-51-5
Cyclo(D-Phe-ProΨGly-Pro-Gly)

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) triethylamine, isobutyl chloroformate / 1.) -15 deg C, 15 min, 2.) 2 h

2: 62 percent / Lawesson's reagent / tetrahydrofuran / 1.) RT, 2.5 h, 2.) reflux, 30 min

3: 90.2 percent / 1 N NaOH / methanol / 3 h

4: 76.3 percent / EDC, HOBt, triethylamine / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 18 h

5: 100 percent / 4 N HCl / dioxane / 0.67 h

6: 90.3 percent / HOBt, triethylamine, EDC / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 18 h

7: 87.8 percent / 1 N NaOH aq. / methanol / 3 h

8: 100 percent / 4 N HCl / dioxane / 0.67 h

9: 7.9 percent / DPPA, HOBt, DMAP, triethylamine / dimethylformamide / 120 h / 4 °C

With Lawessons reagent; hydrogenchloride; dmap; sodium hydroxide; diphenyl-phosphinic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00157a064