N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester
CAS No.:870456-13-6
Molecular Formula:C₃₁H₃₂INO₆
Molecular Weight:641.503
Hs Code.:

Synonyms:N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

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Chemical Property of N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

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Technology Process of N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

There total 7 articles about N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl 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: 74.0%

: 20432-26-2
2-phenyl-trans-crotonic acid

: 870456-12-5
(S)-N-benzyloxycarbonyl-3-iodotyrosine tert-butyl ester

: 870456-13-6
N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1039/b510653b

Reference yield:

: 591-50-4
iodobenzene

: 870456-13-6
N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₃SnH / Pd(PPh₃)4 / tetrahydrofuran / 20 °C

1.2: CuI / Pd(PPh₃)4 / dimethylformamide / 20 °C

1.3: 1.63 g / KOH / ethanol / 24 h / Heating

2.1: 74 percent / DCC / CH₂Cl₂ / 2 h / 0 °C

With tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1.2: Stille reaction;
DOI:10.1039/b510653b

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 870456-13-6
N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / aq. Na₂CO₃ / diethyl ether / 3 h / 25 °C

2: NaI; chloramine T / dimethylsulfoxide / 24 h

3: 74 percent / DCC / CH₂Cl₂ / 2 h / 0 °C

With chloroamine-T; sodium carbonate; dicyclohexyl-carbodiimide; sodium iodide; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1039/b510653b