(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate

Base Information

• Chemical Name: (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate
• CAS No.: 1337556-20-3
• Molecular Formula: C₃₉H₄₅NO₅Si
• Molecular Weight: 635.875
• Mol file: 1337556-20-3.mol

Synonyms:(E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate

Chemical Property of (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate

There total 4 articles about (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 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 → (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate (1337556-20-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium diacetate; sodium carbonate / 1,2-dimethoxyethane; water / 20 °C

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; palladium diacetate; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1.1: Suzuki coupling;

DOI:10.1021/jo201727g

Reference yield:

C16H16O2 → (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate (1337556-20-3)

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:

ethyl (2Z)-2-(1-hydroxy-1-phenylmethyl)-3-phenylacrylate (210752-49-1) → (E)-2-[(tert-butyldiphenylsilyloxy)methyl]-1,3-diphenylallyl 2-(tert-butoxycarbonylamino)acetate (1337556-20-3)

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

upstream raw materials:

ethyl (2Z)-2-(1-hydroxy-1-phenylmethyl)-3-phenylacrylate

benzaldehyde

Downstream raw materials:

C₃₂H₃₄O₂Si