Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂

Base Information

• Chemical Name: Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂
• CAS No.: 754939-61-2
• Molecular Formula: C₅₂H₇₁N₁₁O₁₀S
• Molecular Weight: 1042.27
• Mol file: 754939-61-2.mol

Synonyms:

Chemical Property of Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂

There total 23 articles about Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂ 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:

Z-Gln(Mbh)-OMe (28252-53-1) → Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH2 (754939-61-2)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / Pd/C / methanol

2: 90 percent / dimethylformamide / -10 deg C, 2 h, RT

3: 94 percent / hydrazine hydrate / methanol / 40 deg C, 4 h, RT

4: 1.) 3.98 M HCl, isopentyl nitrite; 2.) TEA / 1.) DMF, dioxan, -30 deg C, 30 min; 2.) DMF, dioxan, -20 deg C, 2 h, pH=7.5-8, RT

5: 90 percent / HCOOH, anisole / 1 h / 80 °C

6: 72 percent / DPPA, TEA / dimethylformamide / 4 deg C, 48 h, RT, 24 h

7: 105 percent / 45 percent HBr, AcOH, thioanisole / 2 h / Ambient temperature

With hydrogenchloride; formic acid; methyl-phenyl-thioether; TEA; diphenyl-phosphinic acid; hydrogen bromide; hydrogen; hydrazine hydrate; acetic acid; methoxybenzene; isopentyl nitrite; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

Reference yield:

Z-Gln(Mbh) (28252-49-5) → Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH2 (754939-61-2)

Guidance literature:

Multi-step reaction with 7 steps

1: N-methylmorpholine / tetrahydrofuran / 0.02 h / -15 °C

2: N-methylmorpholine / tetrahydrofuran / -15 deg C, 30 min, RT

3: 98 percent / H₂ / 5 percent Pd/C / methanol / 2 h / Ambient temperature

4: 1.) 3.98 M HCl, isopentyl nitrite; 2.) TEA / 1.) DMF, dioxan, -30 deg C, 30 min; 2.) DMF, dioxan, -20 deg C, 2 h, pH=7.5-8, RT

5: 90 percent / HCOOH, anisole / 1 h / 80 °C

6: 72 percent / DPPA, TEA / dimethylformamide / 4 deg C, 48 h, RT, 24 h

7: 105 percent / 45 percent HBr, AcOH, thioanisole / 2 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; formic acid; methyl-phenyl-thioether; TEA; diphenyl-phosphinic acid; hydrogen bromide; hydrogen; acetic acid; methoxybenzene; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

Reference yield:

L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) → Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH2 (754939-61-2)

Guidance literature:

Multi-step reaction with 6 steps

1: N-methylmorpholine / tetrahydrofuran / -15 deg C, 30 min, RT

2: 98 percent / H₂ / 5 percent Pd/C / methanol / 2 h / Ambient temperature

3: 1.) 3.98 M HCl, isopentyl nitrite; 2.) TEA / 1.) DMF, dioxan, -30 deg C, 30 min; 2.) DMF, dioxan, -20 deg C, 2 h, pH=7.5-8, RT

4: 90 percent / HCOOH, anisole / 1 h / 80 °C

5: 72 percent / DPPA, TEA / dimethylformamide / 4 deg C, 48 h, RT, 24 h

6: 105 percent / 45 percent HBr, AcOH, thioanisole / 2 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; formic acid; methyl-phenyl-thioether; TEA; diphenyl-phosphinic acid; hydrogen bromide; hydrogen; acetic acid; methoxybenzene; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

Z-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂

Boc-Hcy(Bzl)

H-Gln(DOD)-OMe

Z-Gln(Mbh)-OMe

Downstream raw materials:

Z-Arg(Adoc)2-Pro-Lys(Boc)-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Hcy(Bzl)-NH₂

Refernces