(S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

Base Information

Chemical Name:(S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate
CAS No.:1596278-65-7
Molecular Formula:C₁₁H₁₃ClO₃
Molecular Weight:228.675
Hs Code.:

Synonyms:(S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

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Chemical Property of (S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

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Technology Process of (S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

There total 4 articles about (S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)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: 98.0%

: 30565-44-7
isopropyl 2-(4-chlorophenyl)-2-oxoacetate

: 1596278-65-7
(S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

Guidance literature:: With C₄₉H₇₆N₄O₄; aluminum tri-tert-butoxide; yttrium(III) trifluoromethanesulfonate; In chloroform; isopropyl alcohol; for 120h; enantioselective reaction; Molecular sieve;
DOI:10.1039/c7cc00273d

Reference yield:

: 34966-48-8
ethyl 2-(4-chlorophenyl)-2-oxoacetate

: 1596278-65-7
(S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / Inert atmosphere

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 20 °C / Inert atmosphere

4: 3,3’-di(9-phenylanthryl)BINOL phosphoric acid; benzo[1,3,2]dioxaborole; dibutylmagnesium / 1,3,5-trimethyl-benzene; toluene / 24 h / 20 °C / Inert atmosphere; Schlenk technique

With oxalyl dichloride; 3,3’-di(9-phenylanthryl)BINOL phosphoric acid; dibutylmagnesium; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; benzo[1,3,2]dioxaborole; In dichloromethane; toluene; 1,3,5-trimethyl-benzene;
DOI:10.1039/c4cc00427b

Reference yield:

: 1679-18-1
4-Chlorophenylboronic acid

: 924-53-8
isopropyl glyoxalate

: 1596278-65-7
(S)-iso-propyl α-hydroxy-α-(4-chlorophenyl)acetate

: C₁₁H₁₃ClO₃

Guidance literature:: 4-Chlorophenylboronic acid; isopropyl glyoxalate; With chlorobis(cyclooctene)rhodium(I) dimer; C₁₉H₂₃NOS; In 1,4-dioxane; at 20 ℃; for 0.5h; Inert atmosphere;

With potassium hydroxide; In 1,4-dioxane; water; at 40 ℃; for 5h; Overall yield = 71 percent; enantioselective reaction; Inert atmosphere;
DOI:10.1055/s-0037-1610722