thyrotropin-releasing hormone, nVal(2)-

Base Information

• Chemical Name: thyrotropin-releasing hormone, nVal(2)-
• CAS No.: 78058-02-3
• Molecular Formula: C₁₅H₂₄N₄O₄
• Molecular Weight: 324.38
• Mol file: 78058-02-3.mol

Synonyms:L-Pyroglutamyl-L-norvalyl-L-prolinamide;[Norvaline2]TRH

Chemical Property of thyrotropin-releasing hormone, nVal(2)-

Chemical Property:

• Vapor Pressure: 1.97E-22mmHg at 25°C
• Boiling Point: 750.9°C at 760 mmHg
• Flash Point: 408°C
• PSA: 121.60000
• Density: 1.269g/cm³
• LogP: 0.38410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of thyrotropin-releasing hormone, nVal(2)-

There total 10 articles about thyrotropin-releasing hormone, nVal(2)- 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: 95.0%

N-(benzyloxycarbonyl)-L-pyroglutamyl-L-norvalyl-L-prolinamide (78058-01-2) → L-pyroglutamyl-L-norvalyl-L-prolinamide (78058-02-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h;

DOI:10.1021/jm00372a006

Reference yield: 75.0%

(S)-2-Amino-pentanedioic acid 5-amide 1-{[(S)-1-((S)-2-carbamoyl-pyrrolidine-1-carbonyl)-butyl]-amide} → L-pyroglutamyl-L-norvalyl-L-prolinamide (78058-02-3)

Guidance literature:

With acetic acid; In 1,4-dioxane; at 40 ℃; for 12h;

DOI:10.1248/cpb.37.3125

Reference yield:

Boc-Nva-Pro-NH2 (89307-00-6) → L-pyroglutamyl-L-norvalyl-L-prolinamide (78058-02-3)

Guidance literature:

Multi-step reaction with 4 steps

1: TFA, NMM / dimethylformamide / -10 °C

2: 1.) NMM, IBCF / 1.) THF; 2.) DMF, 1 h

3: TFA-anisole / 0.75 h / Ambient temperature

4: 75 percent / 4N AcOH / dioxane / 12 h / 40 °C

With 4-methyl-morpholine; TFA-anisole; acetic acid; trifluoroacetic acid; isobutyl chloroformate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.37.3125

upstream raw materials:

N-(benzyloxycarbonyl)-L-pyroglutamyl-L-norvalyl-L-prolinamide

H-Nva-Pro-NH₂

Boc-Nva-Pro-NH₂

N^α,N^ca-di-tert-butyloxycarbonylglutamine

Refernces

• 1、 Szirtes, Tamas,Kisfaludy, Lajos,Palosi, Eva,Szporny, Laszlo. "Synthesis of Thyrotropin-Releasing Hormone Analogues. 1. Complete Dissociation of Central Nervous Effects from Thyrotropin-Releasing Activity". . p. 741 - 745. Retrieved 2007/10/02.