(S)-2-(2-TERT-BUTOXY-2-OXOETHYL)-3,3-DIMETHYLBUTANOIC ACID

Base Information

• Chemical Name: (S)-2-(2-TERT-BUTOXY-2-OXOETHYL)-3,3-DIMETHYLBUTANOIC ACID
• CAS No.: 210048-06-9
• Molecular Formula: C12H22O4
• Molecular Weight: 230.304
• Mol file: 210048-06-9.mol

Synonyms:(S)-2-(2-TERT-BUTOXY-2-OXOETHYL)-3,3-DIMETHYLBUTANOIC ACID

Chemical Property of (S)-2-(2-TERT-BUTOXY-2-OXOETHYL)-3,3-DIMETHYLBUTANOIC ACID

Chemical Property:

• PSA: 63.60000
• LogP: 2.46510

Purity/Quality:

(S)-4-(tert-Butoxy)-2-(tert-butyl)-4-oxobutanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(2-TERT-BUTOXY-2-OXOETHYL)-3,3-DIMETHYLBUTANOIC ACID

There total 4 articles about (S)-2-(2-TERT-BUTOXY-2-OXOETHYL)-3,3-DIMETHYLBUTANOIC ACID 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: 100.0%

S-ethyl (S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanthioate (245323-43-7) → (S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanoic acid (210048-06-9)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 72h;

DOI:10.1021/jo990756k

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → (S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanoic acid (210048-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / NaN(SiMe₃)2 / tetrahydrofuran / 15 h / -78 °C

2: 85 percent / n-BuLi / hexane; tetrahydrofuran / -78 - 0 °C

3: 100 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 72 h / 20 °C

With lithium hydroxide; n-butyllithium; dihydrogen peroxide; sodium hexamethyldisilazane; In tetrahydrofuran; hexane; water; 1: Alkylation / 2: Hydrolysis / 3: Hydrolysis;

DOI:10.1021/jo990756k

Reference yield:

(S)-4-benzyl-3-(3,3-dimethylbutanoyl)oxazolidin-2-one (104266-91-3) → (S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanoic acid (210048-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / NaN(SiMe₃)2 / tetrahydrofuran / 15 h / -78 °C

2: 85 percent / n-BuLi / hexane; tetrahydrofuran / -78 - 0 °C

3: 100 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 72 h / 20 °C

With lithium hydroxide; n-butyllithium; dihydrogen peroxide; sodium hexamethyldisilazane; In tetrahydrofuran; hexane; water; 1: Alkylation / 2: Hydrolysis / 3: Hydrolysis;

DOI:10.1021/jo990756k

upstream raw materials:

S-ethyl (S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanthioate

bromoacetic acid tert-butyl ester

(S)-4-benzyl-3-(3,3-dimethylbutanoyl)oxazolidin-2-one

(4S)-3-((2S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one

Downstream raw materials:

1-((2S,4R)-1-((S)-2-tert-butyl-4-oxo-4-(piperidin-1-yl)butanoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-2-carboxamido)-2-vinylcyclopropanecarboxylic acid

ethyl 1-((2S,4R)-1-((S)-2-tert-butyl-4-oxo-4-(piperidin-1-yl)butanoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-2-carboxamido)-2-vinylcyclopropanecarboxylate

(3S)-3-((2S,4R)-2-(1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-1-carbonyl)-4,4-dimethylpentanoic acid

(2S,4R)-1-((S)-2-tert-butyl-4-oxo-4-(piperidin-1-yl)butanoyl)-N-((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)-4-(6-methoxy-3-phenylisoquinolin-1-yloxy)pyrrolidine-2-carboxamide

Refernces