H-Pro-Phe-Pro-Gly-OMe

Base Information

• Chemical Name: H-Pro-Phe-Pro-Gly-OMe
• CAS No.: 77434-42-5
• Molecular Formula: C₂₂H₃₀N₄O₅
• Molecular Weight: 430.504
• Mol file: 77434-42-5.mol

Synonyms:H-Pro-Phe-Pro-Gly-OMe

Chemical Property of H-Pro-Phe-Pro-Gly-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of H-Pro-Phe-Pro-Gly-OMe

There total 7 articles about H-Pro-Phe-Pro-Gly-OMe 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: 80.0%

Nα-Boc-L-Prolyl-L-phenylalanyl-L-prolyl-glycine methyl ester (100008-18-2) → H-Pro-Phe-Pro-Gly-OMe (77434-42-5)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 0.5h;

Reference yield:

H-Pro-Gly-OMe (33256-35-8) → H-Pro-Phe-Pro-Gly-OMe (77434-42-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 87 percent / Fmoc-Cl; NMM / tetrahydrofuran / 0.5 h / -15 °C

2.1: HCl / ethyl acetate; H₂O / 0.5 h

2.2: 81 percent / Zn dust / tetrahydrofuran / 0.17 h / 20 °C

3.1: 80 percent / Fmoc-Cl; NMM / tetrahydrofuran / 0.5 h / -15 °C

4.1: HCl / ethyl acetate; H₂O / 0.5 h

4.2: 80 percent / Zn dust / tetrahydrofuran / 0.17 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; (fluorenylmethoxy)carbonyl chloride; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

tert-butyloxycarbonyl-prolyl-glycine methyl ester (34290-72-7,92132-25-7,1097194-13-2) → H-Pro-Phe-Pro-Gly-OMe (77434-42-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: HCl / ethyl acetate; H₂O / 0.5 h

1.2: 86 percent / Zn dust / tetrahydrofuran / 0.17 h / 20 °C

2.1: 87 percent / Fmoc-Cl; NMM / tetrahydrofuran / 0.5 h / -15 °C

3.1: HCl / ethyl acetate; H₂O / 0.5 h

3.2: 81 percent / Zn dust / tetrahydrofuran / 0.17 h / 20 °C

4.1: 80 percent / Fmoc-Cl; NMM / tetrahydrofuran / 0.5 h / -15 °C

5.1: HCl / ethyl acetate; H₂O / 0.5 h

5.2: 80 percent / Zn dust / tetrahydrofuran / 0.17 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; (fluorenylmethoxy)carbonyl chloride; In tetrahydrofuran; water; ethyl acetate;

upstream raw materials:

N^α-Boc-L-Prolyl-L-phenylalanyl-L-prolyl-glycine methyl ester

H-Pro-Gly-OMe

1-(tert-butoxycarbonyl)-L-proline

tert-butyloxycarbonyl-prolyl-glycine methyl ester

Downstream raw materials:

bovine β-casomorphin-5

H-Tyr-Pro-Phe-Pro-Gly-OMe

Boc-Tyr(t-Bu)-Pro-Phe-Pro-Gly-OMe

Refernces

• 1、 Tantry, Subramanyam J.,Ananda,Suresh Babu. "Coupling in the absence of a tertiary base: A method for the deprotonation of hydrochloride salts of peptide esters to free amino peptide esters". . p. 1028 - 1031. Retrieved 2007/10/03.