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

Base Information

• Chemical Name: (Z)-2-tert-Butoxycarbonylamino-3-{3-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-phenyl}-acrylic acid benzyl ester
• CAS No.: 205063-77-0
• Molecular Formula: C₃₁H₄₀N₂O₈Si
• Molecular Weight: 596.753
• Mol file: 205063-77-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (Z)-2-tert-Butoxycarbonylamino-3-{3-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-phenyl}-acrylic 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: 77.0%

methyl 2-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)acrylate (130247-01-7) + 1-{2-(benzyloxycarbonyl)-2-[(tert-butoxycarbonyl)amino]ethenyl}-3-bromobenzene (130247-03-9) → (Z)-2-tert-Butoxycarbonylamino-3-{3-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-phenyl}-acrylic acid benzyl ester (205063-77-0)

Guidance literature:

With palladium diacetate; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; hydroquinone; In N,N-dimethyl-formamide; at 85 - 90 ℃; for 18h;

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

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:

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

Guidance literature:

With hydrogen; ⁺BF4^-; In methanol; for 4.5h; 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

upstream raw materials:

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

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

Downstream raw materials:

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