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

Base Information

• Chemical Name: N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine O-succinimide ester
• CAS No.: 162610-70-0
• Molecular Formula: C₂₆H₃₁N₅O₈
• Molecular Weight: 541.561
• Mol file: 162610-70-0.mol

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

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

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-alanyl-β-alanine O-succinimide ester

There total 10 articles about N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine O-succinimide ester 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: 100.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine (162610-68-6) → N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine O-succinimide ester (162610-70-0)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; for 24h; Ambient temperature;

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-alanyl-β-alanine O-succinimide ester (162610-70-0)

Guidance literature:

Multi-step reaction with 9 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: 71 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

6: 92 percent / 1 N NaOH / methanol / 3 h / 0 °C

7: 81 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

8: 92 percent / 1 N NaOH / methanol / 0 °C

9: 100 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 24 h / Ambient temperature

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; dichloromethane; 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-alanyl-β-alanine O-succinimide ester (162610-70-0)

Guidance literature:

Multi-step reaction with 9 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: 71 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

6: 92 percent / 1 N NaOH / methanol / 3 h / 0 °C

7: 81 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-methylmorpholine, HOBt / dimethylformamide / Ambient temperature

8: 92 percent / 1 N NaOH / methanol / 0 °C

9: 100 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 24 h / Ambient temperature

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; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00111a015

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

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

N-benzyloxyamine

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