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

Base Information

Chemical Name:N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine methyl ester
CAS No.:162610-66-4
Molecular Formula:C₂₃H₃₀N₄O₆
Molecular Weight:458.514
Hs Code.:

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

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

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

There total 8 articles about N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine methyl 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: 81.0%

: 3196-73-4
methyl 3-aminopropanoate hydrochloride

: 162610-64-2
N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanine

: 162610-66-4
N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine methyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jo00111a015

Reference yield:

: 622-33-3
N-benzyloxyamine

: 162610-66-4
N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine methyl ester

Guidance literature:: Multi-step reaction with 7 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

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:

: 45214-91-3
(2S)-2-[(tert-butoxy)carbonylamino]-4-(methoxycarbonyl)butanoic acid

: 162610-66-4
N-<3-<1-(Benzyloxy)-5,6-dimethyl-2-oxo-1,2-dihydropyraz-3-yl>propanoyl>-L-alanyl-β-alanine methyl ester

Guidance literature:: Multi-step reaction with 7 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

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