N^α-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide

Base Information

• Chemical Name: N^α-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide
• CAS No.: 127387-82-0
• Molecular Formula: C₃₉H₄₈N₄O₄
• Molecular Weight: 636.835

Synonyms:N^α-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide

Chemical Property of N^α-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide

Chemical Property:

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Technology Process of N^α-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide

There total 6 articles about N^α-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide 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:

N-benzyloxycarbonyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxylic acid (82716-88-9) + (R)-tryptophan di-n-pentylamide hydrochloride (136631-67-9) → Nα-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide (127387-82-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 4 - 20 ℃;

DOI:10.1021/jm00116a002

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → Nα-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide (127387-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine (TEA) / dioxane; H₂O; methanol

2: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl), triethylamine (TEA), HOBT / CH₂Cl₂ / 4 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1021/jm00116a002

Reference yield:

(R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (67123-97-1) → Nα-(N-Cbz-1,2,3,4-tetrahydroisoquinolyl-3-carbonyl)-(R)-tryptophan di-n-pentylamide (127387-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine (TEA) / dioxane; H₂O; methanol

2: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl), triethylamine (TEA), HOBT / CH₂Cl₂ / 4 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1021/jm00116a002

upstream raw materials:

N-benzyloxycarbonyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxylic acid

(R)-tryptophan di-n-pentylamide hydrochloride

N-(Benzyloxycarbonyloxy)succinimide

(R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

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