tricyclo<3.3.1.1^3,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate

Base Information

• Chemical Name: tricyclo<3.3.1.1^3,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate
• CAS No.: 129397-55-3
• Molecular Formula: C₃₁H₃₇N₃O₃
• Molecular Weight: 499.653

Synonyms:tricyclo<3.3.1.1^3,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate

Chemical Property of tricyclo<3.3.1.1^3,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate

Chemical Property:

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Technology Process of tricyclo<3.3.1.1^3,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate

There total 5 articles about tricyclo<3.3.1.1^3,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate 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: 49.0%

1-adamantyl chloroformate (5854-52-4) + (2-phenylethyl)amine (114779-47-4) → tricyclo<3.3.1.13,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate (129397-55-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1021/jm00057a005

Reference yield:

1-adamanthanol (768-95-6) → tricyclo<3.3.1.13,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate (129397-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: triethylamine / tetrahydrofuran / 4 h / Ambient temperature

With pyridine; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0223-5234(93)90077-R

Reference yield:

DL-α-methyltryptophan (153-91-3,13510-08-2) → tricyclo<3.3.1.13,7>dec-1-yl (+/-)-<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<(2-phenylethyl)amino>ethyl>carbamate (129397-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / NaHCO₃ / dioxane / Ambient temperature; overnight

2: 1.) N-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / 1.) ethyl acetate, 30 min, 2.) RT

With sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1016/0223-5234(90)90164-X

upstream raw materials:

1-adamantyl chloroformate

(2-phenylethyl)amine

N-1-Adoc-DL-α-methyl tryptophan

phenethylamine

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