2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

Base Information

Chemical Name:2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid
CAS No.:228410-39-7
Molecular Formula:C₂₂H₃₃NO₆
Molecular Weight:407.507
Hs Code.:

Synonyms:2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

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Chemical Property of 2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

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Technology Process of 2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

There total 4 articles about 2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid 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: 77.0%

: 2-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropenoic acid benzyl ether

: 228410-39-7
2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

Guidance literature:: With hydrogen; 10percent Pd/C; In ethanol; for 26h; under 2327.23 Torr;
DOI:10.1021/jm000446q

Reference yield:

: 2-(4-iodo-phenyl)-2-methyl-propionyl chloride

: 228410-39-7
2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / tetrahydrofuran

2: 72 percent / Pd(OAc)2; NaHCO₃; Bu₄NCl*H₂O / dimethylformamide / 5 h / 80 °C

3: 77 percent / H₂ / 10percent Pd/C / ethanol / 26 h / 2327.23 Torr

With palladium diacetate; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; 10percent Pd/C; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 2: Heck reaction;
DOI:10.1021/jm000446q

Reference yield:

: 228410-36-4
4-iodo-(1'-carboxy-1'-methyl)ethylbenzene

: 228410-39-7
2-(R,S)-t-butoxycarbonylamino-3-[4'-(1''-t-butoxycarbonyl-1''-methyl)ethyl]benzenepropanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

2: 81 percent / tetrahydrofuran

3: 72 percent / Pd(OAc)2; NaHCO₃; Bu₄NCl*H₂O / dimethylformamide / 5 h / 80 °C

4: 77 percent / H₂ / 10percent Pd/C / ethanol / 26 h / 2327.23 Torr

With palladium diacetate; oxalyl dichloride; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 3: Heck reaction;
DOI:10.1021/jm000446q