N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine

Base Information

• Chemical Name: N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine
• CAS No.: 162610-69-7
• Molecular Formula: C₂₅H₃₄N₄O₆
• Molecular Weight: 486.568
• Mol file: 162610-69-7.mol

Synonyms:N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine

Chemical Property of N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine

There total 9 articles about N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine 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%

N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine methyl ester (162610-67-5) → N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine (162610-69-7)

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃;

DOI:10.1021/jo00111a015

Reference yield:

N-benzyloxyamine (622-33-3) → N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine (162610-69-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) Et₃N, isobutyl chloroformate / 1.) THF, -17 deg C, 15 min, 2.) THF, r.t., overnight

2: 4 N HCl / dioxane / 0 °C

3: 43 percent / aq. NaOH / methanol / 2 h / Ambient temperature

4: 89 percent / 1 N NaOH / methanol / 6.5 h / Ambient temperature

5: 60 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

6: 90 percent / 1 N NaOH / methanol / 0 °C

7: 91 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

8: 80 percent / 1 N NaOH / methanol / 0 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; isobutyl chloroformate; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00111a015

Reference yield:

(2S)-2-[(tert-butoxy)carbonylamino]-4-(methoxycarbonyl)butanoic acid (45214-91-3) → N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine (162610-69-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) Et₃N, isobutyl chloroformate / 1.) THF, -17 deg C, 15 min, 2.) THF, r.t., overnight

2: 4 N HCl / dioxane / 0 °C

3: 43 percent / aq. NaOH / methanol / 2 h / Ambient temperature

4: 89 percent / 1 N NaOH / methanol / 6.5 h / Ambient temperature

5: 60 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

6: 90 percent / 1 N NaOH / methanol / 0 °C

7: 91 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

8: 80 percent / 1 N NaOH / methanol / 0 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; isobutyl chloroformate; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00111a015

upstream raw materials:

N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine methyl ester

N-benzyloxyamine

(2S)-2-[(tert-butoxy)carbonylamino]-4-(methoxycarbonyl)butanoic acid

1-(Benzyloxy)-3-(carboxyethyl)-5,6-dimethyl-2(1H)-pyrazinone

Downstream raw materials:

N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-leucyl-β-alanine O-succinimide ester