(2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

Base Information

Chemical Name:(2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate
CAS No.:1301701-47-2
Molecular Formula:C₁₈H₂₂F₃NO₃
Molecular Weight:357.373
Hs Code.:

Synonyms:(2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

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Chemical Property of (2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

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Technology Process of (2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

There total 1 articles about (2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate 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: 58.0%

: 1694-31-1
tert-butyl acetoacetate

: 1301701-45-0
(2S,3R)-3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoic acid

: 1301701-47-2
(2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

Guidance literature:: tert-butyl acetoacetate; (2S,3R)-3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoic acid; With sulfuric acid; at 20 ℃; for 20h; Inert atmosphere;

With sodium hydrogencarbonate; sodium chloride; In ethyl acetate;
DOI:10.1021/np100877h

Reference yield: 70.0%

: 1301701-47-2
(2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

: 1301701-49-4
(2S,3S)-tert-butyl 3-methyl-4-oxo-4-phenyl-2-(2,2,2-trifluoroacetamido)-butanoate

Guidance literature:: (2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate; With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

With sodium periodate; In tetrahydrofuran; water; for 4h;
DOI:10.1021/np100877h

Reference yield:

: 1301701-47-2
(2S,3R)-tert-butyl 3-methyl-4-phenyl-2-(2,2,2-trifluoroacetamido)-pent-4-enoate

: 1301701-50-7
(3S,4S)-3-(2',2',2'-trifluoroacetamido)-4-methyl-2-oxo-5-phenyl-tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

1.2: 4 h

2.1: sodium cyanoborohydride; zinc(II) iodide / 1,2-dichloro-ethane / 10 h / 75 °C / Inert atmosphere

With osmium(VIII) oxide; water; sodium cyanoborohydride; 4-methylmorpholine N-oxide; zinc(II) iodide; In tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.1021/np100877h