2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester
CAS No.:428874-20-8
Molecular Formula:C₂₇H₃₇NO₇Si
Molecular Weight:515.679
Hs Code.:

2-benzyloxycarbonylamino-3-(3-<i>tert</i>-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Synonyms:2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of 2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of 2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

There total 5 articles about 2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-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: 52.0%

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

: 428874-19-5
2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid

: 428874-20-8
2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 24h;
DOI:10.1021/ja020091v

Reference yield:

: carbonic acid 3-bromomethyl-phenyl ester tert-butyl ester

: 428874-20-8
2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / sodium hexamethyldisilazide / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h

2: H₂ / palladium dichloride / tetrahydrofuran; ethanol / 18 h / 2585.81 Torr

3: 1.92 g / NaHCO₃; NaOH / dioxane; H₂O / 0.67 h / 0 - 20 °C

4: 52 percent / EDC; diisipropylethylamine; DMAP / CH₂Cl₂ / 24 h

With dmap; sodium hydroxide; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water;
DOI:10.1021/ja020091v

Reference yield:

: (3S,5S,6R)-3-(3-tert-Butoxycarbonyloxy-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

: 428874-20-8
2-benzyloxycarbonylamino-3-(3-tert-butoxycarbonyloxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / palladium dichloride / tetrahydrofuran; ethanol / 18 h / 2585.81 Torr

2: 1.92 g / NaHCO₃; NaOH / dioxane; H₂O / 0.67 h / 0 - 20 °C

3: 52 percent / EDC; diisipropylethylamine; DMAP / CH₂Cl₂ / 24 h

With dmap; sodium hydroxide; hydrogen; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1021/ja020091v