(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester
CAS No.:174833-42-2
Molecular Formula:C₂₇H₄₃N₃O₇Si
Molecular Weight:549.74
Hs Code.:

(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

Synonyms:(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

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Chemical Property of (E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

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Technology Process of (E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

There total 6 articles about (E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid 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: 94.0%

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 174833-41-1
(S)-2-tert-Butoxycarbonylamino-3-[4-(2-ethoxycarbonyl-acetylamino)-phenyl]-propionic acid 2-trimethylsilanyl-ethyl ester

: 174833-42-2
(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

Guidance literature:: In dichloromethane; at 55 - 60 ℃; for 40h;
DOI:10.1021/jo951855a

Reference yield:

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

: 174833-42-2
(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / 1N NaOH / dioxane; H₂O / 3 h / Ambient temperature

2: 97 percent / pyridine, DCC / acetonitrile / 1 h / 0 °C

3: 84 percent / H₂ / 10percent Pd-C / methanol / 3 h / 2585.7 Torr / Ambient temperature

4: 52 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temperature, 36 h

5: 94 percent / CH₂Cl₂ / 40 h / 55 - 60 °C

With pyridine; sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo951855a

Reference yield:

: 949-99-5
4-nitro-3-phenyl-L-alanine

: 174833-42-2
(E)-2-{4-[(S)-2-tert-Butoxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylcarbamoyl}-3-dimethylamino-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / 1N NaOH / dioxane; H₂O / 3 h / Ambient temperature

2: 97 percent / pyridine, DCC / acetonitrile / 1 h / 0 °C

3: 84 percent / H₂ / 10percent Pd-C / methanol / 3 h / 2585.7 Torr / Ambient temperature

4: 52 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temperature, 36 h

5: 94 percent / CH₂Cl₂ / 40 h / 55 - 60 °C

With pyridine; sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo951855a