(R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester

Base Information

• Chemical Name: (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester
• CAS No.: 205063-97-4
• Molecular Formula: C₃₁H₄₄N₂O₈Si
• Molecular Weight: 600.784
• Mol file: 205063-97-4.mol

Synonyms:(R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester

Chemical Property of (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester

There total 3 articles about (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl 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:

(Z)-2-tert-Butoxycarbonylamino-3-{3-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-phenyl}-acrylic acid benzyl ester (205063-77-0) → (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester (205063-97-4) + (R)-2-tert-Butoxycarbonylamino-3-{3-[(S)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester

Guidance literature:

With hydrogen; ⁺Otf^-; In methanol; for 1.5h; under 2052 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0957-4166(98)00014-7

Reference yield:

1-{2-(benzyloxycarbonyl)-2-[(tert-butoxycarbonyl)amino]ethenyl}-3-bromobenzene (130247-03-9) → (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester (205063-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Pd(OAc)2, Bu₄NCl, NaHCO₃, hydroquinone / dimethylformamide / 18 h / 85 - 90 °C

2: H₂ / ⁺Otf^- / methanol / 1.5 h / 2052 Torr / Ambient temperature

With palladium diacetate; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; hydroquinone; ⁺Otf^-; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(98)00014-7

Reference yield:

methyl 2-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)acrylate (130247-01-7) → (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester (205063-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Pd(OAc)2, Bu₄NCl, NaHCO₃, hydroquinone / dimethylformamide / 18 h / 85 - 90 °C

2: H₂ / ⁺Otf^- / methanol / 1.5 h / 2052 Torr / Ambient temperature

With palladium diacetate; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; hydroquinone; ⁺Otf^-; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(98)00014-7

upstream raw materials:

(Z)-2-tert-Butoxycarbonylamino-3-{3-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-phenyl}-acrylic acid benzyl ester

methyl 2-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)acrylate

1-{2-(benzyloxycarbonyl)-2-[(tert-butoxycarbonyl)amino]ethenyl}-3-bromobenzene