N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

Base Information

Chemical Name:N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester
CAS No.:158740-89-7
Molecular Formula:C₃₅H₄₆N₄O₆
Molecular Weight:618.773
Hs Code.:

Synonyms:N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

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Chemical Property of N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

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Technology Process of N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

There total 10 articles about N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl 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: 92.0%

: 158741-18-5
N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucine

: D-1-(methoxycarbonyl)tryptophan benzyl ester

: 158740-89-7
N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 23 ℃; for 12h;
DOI:10.1021/jo00130a028

Reference yield:

: 112695-98-4,79777-82-5
N-(tert-butoxycarbonyl)-L-tert-leucine

: 158740-89-7
N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / CsCO₃ / dimethylformamide / 2 h / 23 °C

2: 94 percent / HCl gas / dioxane / 1 h / Heating

3: 92 percent / activated charcoal / toluene / 1 h / Heating

4: 94 percent / ethyl acetate / 1.) 0 deg C, 1 h, 2.) 23 deg C, 1 h

5: 88 percent / H₂ / Pd/C / methanol / 2 h / 23 °C

6: 92 percent / ethyl(3-(3-dimethylamino)propyl)carbodiimide hydrochloride, N-methylmorpholine, N-hydroxybenzotriazole / dimethylformamide / 12 h / 23 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; pyrographite; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00130a028

Reference yield:

: 142381-33-7
isocyanato-γ-methylleucine benzyl ester

: 158740-89-7
N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / ethyl acetate / 1.) 0 deg C, 1 h, 2.) 23 deg C, 1 h

2: 88 percent / H₂ / Pd/C / methanol / 2 h / 23 °C

3: 92 percent / ethyl(3-(3-dimethylamino)propyl)carbodiimide hydrochloride, N-methylmorpholine, N-hydroxybenzotriazole / dimethylformamide / 12 h / 23 °C

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00130a028