(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

Base Information

Chemical Name:(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate
CAS No.:1337556-21-4
Molecular Formula:C₃₄H₄₃NO₅Si
Molecular Weight:573.805
Hs Code.:

Synonyms:(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

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Technology Process of (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

There total 4 articles about (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate 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:

: ethyl (Z)-2-[hydroxy(phenyl)methyl]-3-iodo-2-propenoate

: 1337556-21-4
(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(I) bromide; lithium bromide / tetrahydrofuran; diethyl ether / 0.5 h / -40 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 1 h / 0 - 10 °C

2.2: 20 h / 20 °C / Saturated solution

3.1: dmap; triethylamine / dichloromethane / 23 h / 0 - 20 °C / Inert atmosphere

4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 h / 20 °C

With dmap; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; copper(I) bromide; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Suzuki coupling;
DOI:10.1021/jo201727g

Reference yield:

: C₁₁H₁₄O₂

: 1337556-21-4
(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 23 h / 0 - 20 °C / Inert atmosphere

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;
DOI:10.1021/jo201727g

Reference yield:

: 87351-45-9
(Z)-ethyl 2-[hydroxy(phenyl)methyl]but-2-enoate

: 1337556-21-4
(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-phenylbut-2-enyl 2-(tert-butoxycarbonylamino)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 1 h / 0 - 10 °C

1.2: 20 h / 20 °C / Saturated solution

2.1: dmap; triethylamine / dichloromethane / 23 h / 0 - 20 °C / Inert atmosphere

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 h / 20 °C

With dmap; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo201727g