methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

Base Information

Chemical Name:methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate
CAS No.:1309593-01-8
Molecular Formula:C₁₆H₂₀F₃NO₃Si
Molecular Weight:359.42
Hs Code.:

Synonyms:methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

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Chemical Property of methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

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Technology Process of methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

There total 3 articles about methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate 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: 84.0%

: 1309592-88-8
methyl 3,3,3-trifluoro-2-(2-methoxyphenylimino)propanoate

: 1066-54-2
trimethylsilylacetylene

: 1309593-01-8
methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

Guidance literature:: trimethylsilylacetylene; With dimethyl zinc(II); In toluene; at 20 ℃; for 12h; Inert atmosphere; Sealed tube;

With (R)-3,3’-bis(trimethylsilyl)-[1,1’-binaphthalene]-2,2’-diol; In toluene; at 20 ℃; for 2.5h; Inert atmosphere;

methyl 3,3,3-trifluoro-2-(2-methoxyphenylimino)propanoate; In toluene; at 20 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c1cc10403a

Reference yield:

: 20442-97-1
2-methoxylphenyl azide

: 1309593-01-8
methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / tetrahydrofuran / 2 h / Reflux

1.2: Reflux

2.1: dimethyl zinc(II) / toluene / 12 h / 20 °C / Inert atmosphere; Sealed tube

2.2: 2.5 h / 20 °C / Inert atmosphere

2.3: 48 h / 20 °C / Inert atmosphere

With dimethyl zinc(II); triphenylphosphine; In tetrahydrofuran; toluene;
DOI:10.1039/c1cc10403a

Reference yield:

: 90-04-0
2-methoxy-phenylamine

: 1309593-01-8
methyl (R)-2-(2-methoxyphenylamino)-2-(trifluoromethyl)-4-(trimethylsilyl)but-3-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 - 20 °C

1.2: 20 °C

2.1: triphenylphosphine / tetrahydrofuran / 2 h / Reflux

2.2: Reflux

3.1: dimethyl zinc(II) / toluene / 12 h / 20 °C / Inert atmosphere; Sealed tube

3.2: 2.5 h / 20 °C / Inert atmosphere

3.3: 48 h / 20 °C / Inert atmosphere

With hydrogenchloride; dimethyl zinc(II); triphenylphosphine; sodium nitrite; In tetrahydrofuran; water; toluene;
DOI:10.1039/c1cc10403a