benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

Base Information

Chemical Name:benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate
CAS No.:135998-76-4
Molecular Formula:C₃₁H₃₄N₂O₆
Molecular Weight:530.621
Hs Code.:

Synonyms:benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

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Chemical Property of benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

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Technology Process of benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

There total 8 articles about benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate 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: 89.0%

: 135998-75-3
benzyl-(+/-)-β-<<2-(trimethylsilyl)ethoxy>carbonyl>-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-3-butanoate

: 135998-76-4
benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In ethyl acetate; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86480-2

Reference yield:

: 53120-53-9
2-adamantyl chloroformate

: 135998-76-4
benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 12 h / Ambient temperature

2: 89 percent / tetrabutylammonium fluoride / ethyl acetate / 3 h / Ambient temperature

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/S0040-4020(01)86480-2

Reference yield:

: 135998-71-9
(+/-)-2-(trimethylsilyl)ethyl-N-formyltryptophan

: 135998-76-4
benzyl-(+/-)-β-carboxyl-β-<<(tricyclo<3.3.1.1>dec-2-yloxy)carbonyl>amino>-1H-indole-3-butanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / 4-dimethylaminopyridine / dimethylformamide / 24 h / Ambient temperature

2: 93 percent / Et₃N, triphosgene / CH₂Cl₂ / 10 h / Ambient temperature

3: 1.) hexamethylphosphourous amide, lithium bistrimethylsilylamide / 1.) THF, -78 deg C, 30 min 2.) a) -78 degC, 3 h b) rt, 1 h

4: ethanolic HCl, H₂O / ethanol / 4 h / Ambient temperature

5: Et₃N / tetrahydrofuran / 12 h / Ambient temperature

6: 89 percent / tetrabutylammonium fluoride / ethyl acetate / 3 h / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; bis(trichloromethyl) carbonate; tetrabutyl ammonium fluoride; water; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86480-2