(1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

Base Information

Chemical Name:(1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate
CAS No.:476689-67-5
Molecular Formula:C₁₈H₂₃ClINO₄
Molecular Weight:479.742
Hs Code.:

Synonyms:(1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

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Chemical Property of (1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

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Technology Process of (1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

There total 5 articles about (1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate 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: 77.0%

: 24850-33-7
allyltributylstanane

: 476689-66-4
tert-butyl-(2R)-2-({(2E)-2-[(5-chloro-2-iodophenyl)imino]ethanoyl}oxy)propanoate

: 476689-67-5
(1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

Guidance literature:: allyltributylstanane; With titanium tetrachloride; In dichloromethane; toluene; at -78 ℃; for 0.333333h;

tert-butyl-(2R)-2-({(2E)-2-[(5-chloro-2-iodophenyl)imino]ethanoyl}oxy)propanoate; In dichloromethane; toluene; at -78 ℃; for 0.25h; Further stages.;
DOI:10.1021/jo020327d

Reference yield:

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

: 476689-67-5
(1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

Guidance literature:: Multi-step reaction with 4 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

With dmap; sodium periodate; osmium(VIII) oxide; titanium tetrachloride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jo020327d

Reference yield:

: 6828-35-9
5-chloro-2-iodoaniline

: 476689-67-5
(1R)-2-(tert-butoxy)-1-methyl-2-oxoethyl (2R)-2-(5-chloro-2-iodoanilino)-4-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / toluene / 2 h / Heating

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

2.2: 77 percent / CH₂Cl₂; toluene / 0.25 h / -78 °C

With titanium tetrachloride; In dichloromethane; toluene;
DOI:10.1021/jo020327d