1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate

Base Information

• Chemical Name: 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate
• CAS No.: 672307-38-9
• Molecular Formula: C₂₃H₃₃NO₅
• Molecular Weight: 403.519
• Mol file: 672307-38-9.mol

Synonyms:1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate

Chemical Property of 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate

There total 3 articles about 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]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: 80.0%

bromoacetic acid tert-butyl ester (5292-43-3) + (4S)-3-(5-methyl-1-oxohexyl)-4-(phenylmethyl)-2-oxazolidinone (672307-37-8) → 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate (672307-38-9)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.75h;

DOI:10.1021/jo035667t

Reference yield:

5-methylhexanoic acid (628-46-6) → 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate (672307-38-9)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 3 h / Heating

2: 50 percent / nBuLi / tetrahydrofuran; hexane / 12 h / 20 °C

3: 80 percent / NaN(Si(CH₃)3)2 / tetrahydrofuran / 1.75 h / -78 °C

With n-butyllithium; thionyl chloride; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;

DOI:10.1021/jo035667t

Reference yield:

5-methylhexanoyl chloride (5699-78-5) → 1,1-dimethylethyl (R)-3-(3-methylbutyl)-4-oxo-4-[(4S)-4-(phenylmethyl)oxazolidin-3-yl]butanoate (672307-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / nBuLi / tetrahydrofuran; hexane / 12 h / 20 °C

2: 80 percent / NaN(Si(CH₃)3)2 / tetrahydrofuran / 1.75 h / -78 °C

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;

DOI:10.1021/jo035667t

upstream raw materials:

bromoacetic acid tert-butyl ester

(4S)-3-(5-methyl-1-oxohexyl)-4-(phenylmethyl)-2-oxazolidinone

5-methylhexanoyl chloride

5-methylhexanoic acid

Downstream raw materials:

1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate

(S)-2-((R)-2-Carboxymethyl-5-methyl-hexanoyl)-3-((S)-1-isopropyl-2-oxo-butylcarbamoyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

(S)-2-((R)-2-tert-Butoxycarbonylmethyl-5-methyl-hexanoyl)-3-((S)-1-isopropyl-2-oxo-butylcarbamoyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester