3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

Base Information

Chemical Name:3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester
CAS No.:467427-43-6
Molecular Formula:C₃₈H₅₁ClN₂O₉Si
Molecular Weight:743.369
Hs Code.:

3-[4-benzyloxy-2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-<i>tert</i>-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

Synonyms:3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

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Chemical Property of 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

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Technology Process of 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

There total 7 articles about 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic 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: 50.0%

: 156407-78-2,78306-98-6
(R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid

: (2R,3S)-2-Amino-3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-3-hydroxy-propionic acid ethyl ester

: 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

: 467427-43-6
3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/ja020736r

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 467427-43-6
3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / Et₃N / dimethylformamide / 0.5 h / 22 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.2: 18 percent / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.1: 27 percent / HOAt; EDC / tetrahydrofuran / 2 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; potassium hexamethylsilazane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja020736r

Reference yield:

: 100-39-0
benzyl bromide

: 467427-43-6
3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60 percent / NaHCO₃; KI / acetonitrile / 48 h / 60 °C

2.1: 100 percent / Et₃N / dimethylformamide / 0.5 h / 22 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.2: 18 percent / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.1: 27 percent / HOAt; EDC / tetrahydrofuran / 2 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; potassium hexamethylsilazane; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja020736r