(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

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Chemical Name:(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate
CAS No.:252349-43-2
Molecular Formula:C₂₇H₃₀ClIN₂O₅
Molecular Weight:624.903
Hs Code.:

Synonyms:(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

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Chemical Property of (1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

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Technology Process of (1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

There total 8 articles about (1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate 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: 70.0%

: 252349-38-5
(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-oxobutanoate

: tributyl (1-phenylpiperidin-2-on-3-yl)phosphonium bromide

: (1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4Z)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

: 252349-43-2
(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at -20 ℃; for 3h;
DOI:10.1021/jo020327d

Reference yield: 70.0%

: 148776-18-5
(2-oxo-1-phenyl-3-pyrrolidinyl)triphenylphosphonium bromide

: 252349-38-5
(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-oxobutanoate

: 252349-43-2
(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at -20 ℃; diastereoselective reaction;
DOI:10.1021/op9001824

Reference yield:

: 68166-83-6
D-lactic acid t-butyl ester

: 252349-43-2
(1R)-2-tert-butoxy-1-methyl-2-oxoethyl (2R,4E)-2-(5-chloro-2-iodoanilino)-4-(2-oxo-1-phenyl-3-pyrrolidinylidene)butanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 0 - 20 °C

2.1: 100 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 12 h / 20 °C

3.1: 100 percent / toluene / 2 h / Heating

4.1: TiCl₄ / CH₂Cl₂; toluene / 0.33 h / -78 °C

4.2: 77 percent / CH₂Cl₂; toluene / 0.25 h / -78 °C

5.1: O₃ / CH₂Cl₂ / -78 °C

5.2: 55 percent / PPh₃ / CH₂Cl₂ / 2 h

6.1: 70 percent / DBU / acetonitrile / 3 h / -20 °C

With dmap; sodium periodate; osmium(VIII) oxide; titanium tetrachloride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo020327d