-8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester

Base Information

• Chemical Name: -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester
• CAS No.: 148729-50-4
• Molecular Formula: C₃₅H₄₃N₃O₆
• Molecular Weight: 601.743

Synonyms:-8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester

Chemical Property of -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester

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Technology Process of -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester

There total 4 articles about -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl 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:

2-chloro-1-phenylethanol (56751-12-3) → -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.13,7>dec-2-yl ester (148729-50-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaN₃ / dimethylformamide / 8 h / 100 °C

2: 1.) NaH, tetramethylethylene diamine / 1.) THF, 0 deg C, 1.5 h, 2.) THF, RT, 24 h

3: H₂, aq. HCl / 10percent Pd/C / ethanol / 5 h / 40 °C / 2327.2 Torr

4: 1.) 1-hydroxybenzotriazole hydrate (HOBt), N,N'-dicyclohexylcarbodimide (DCC), 2.) Et₃N / 1.) EtOAc, RT, 1 h, 2.) EtOAc, RT, 16 h

With hydrogenchloride; sodium azide; N,N,N,N,-tetramethylethylenediamine; hydrogen; sodium hydride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(93)90078-S

Reference yield:

(R)-2-azido-1-phenylethanol (134625-72-2,18756-01-9) → -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.13,7>dec-2-yl ester (148729-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH, tetramethylethylene diamine / 1.) THF, 0 deg C, 1.5 h, 2.) THF, RT, 24 h

2: H₂, aq. HCl / 10percent Pd/C / ethanol / 5 h / 40 °C / 2327.2 Torr

3: 1.) 1-hydroxybenzotriazole hydrate (HOBt), N,N'-dicyclohexylcarbodimide (DCC), 2.) Et₃N / 1.) EtOAc, RT, 1 h, 2.) EtOAc, RT, 16 h

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; sodium hydride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol;

DOI:10.1016/0223-5234(93)90078-S

Reference yield:

((R)-2-Azido-1-phenyl-ethoxy)-acetic acid ethyl ester (148729-63-9) → -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.13,7>dec-2-yl ester (148729-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, aq. HCl / 10percent Pd/C / ethanol / 5 h / 40 °C / 2327.2 Torr

2: 1.) 1-hydroxybenzotriazole hydrate (HOBt), N,N'-dicyclohexylcarbodimide (DCC), 2.) Et₃N / 1.) EtOAc, RT, 1 h, 2.) EtOAc, RT, 16 h

With hydrogenchloride; hydrogen; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol;

DOI:10.1016/0223-5234(93)90078-S

upstream raw materials:

N-[(2-adamantyloxy)-carbonyl]-α-methyl-R-tryptophane

2-chloro-1-phenylethanol

(R)-2-azido-1-phenylethanol

((R)-2-Azido-1-phenyl-ethoxy)-acetic acid ethyl ester

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