3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester
CAS No.:222976-08-1
Molecular Formula:C₃₀H₄₂N₂O₇SSi
Molecular Weight:602.824
Hs Code.:

3-(4-benzyloxy-phenyl)-2-(2-<i>tert</i>-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

Synonyms:3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of 3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of 3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

There total 8 articles about 3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl 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: 87.0%

: 222976-50-3
N-[2-(4-benzyloxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-2-tert-butoxycarbonylamino-malonamic acid methyl ester

: 222976-08-1
3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With Lawessons reagent; In toluene; at 80 ℃; for 3h;
DOI:10.1016/S0040-4020(99)00084-8

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 222976-08-1
3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / DMAP, DCC / CH₂Cl₂ / 1 h / 0 °C

2: conc. HCl / various solvent(s) / 0.33 h / Ambient temperature

3: 75 percent / i-Pr₂NEt, chlorotripyrrolidinophosphonium-hexafluorophosphate / CH₂Cl₂ / 18 h / 0 °C

4: 87 percent / Lawesson's reagent / toluene / 3 h / 80 °C

With Lawessons reagent; hydrogenchloride; dmap; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(99)00084-8

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 222976-08-1
3-(4-benzyloxy-phenyl)-2-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-thioacetylamino)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: KHCO₃ / H₂O; tetrahydrofuran; dioxane / 1.) 0 deg C, 2 h, 2.) room temperature

2: KOH / ethanol / 0 °C

3: 75 percent / i-Pr₂NEt, chlorotripyrrolidinophosphonium-hexafluorophosphate / CH₂Cl₂ / 18 h / 0 °C

4: 87 percent / Lawesson's reagent / toluene / 3 h / 80 °C

With Lawessons reagent; potassium hydroxide; potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(99)00084-8