(4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester

Base Information

• Chemical Name: (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester
• CAS No.: 126832-09-5
• Molecular Formula: C₁₄H₂₃NO₄
• Molecular Weight: 269.341
• Mol file: 126832-09-5.mol

Synonyms:(4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester

Chemical Property of (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester

There total 8 articles about (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester 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: 97.0%

2(R)-Hydroxy-3(S)-amino-4-cyclohexylbutanoic acid, 2-propanol ester, hydrochloride (115131-71-0) + 1,1'-carbonyldiimidazole (530-62-1) → (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester (126832-09-5)

Guidance literature:

With triethylamine; In chloroform; for 4h; Ambient temperature;

DOI:10.1021/jm00172a005

Reference yield:

C28H34N2O7 → (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester (126832-09-5)

Guidance literature:

titanium(IV) isopropylate; In isopropyl alcohol; at 80 ℃; for 16h;

DOI:10.1021/ja0175486

Reference yield:

ethyl 4-cyclohexyl-2-oxo-butyrate (95779-66-1) → (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid isopropyl ester (126832-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: {bis[(4R,5S)-di-Ph-oxazoline-2-yl]methane}*Cu(OTf)2 / tetrahydrofuran / 16 h / 20 °C

2: 39 mg / Ti(O-i-Pr)4 / propan-2-ol / 16 h / 80 °C

With {bis[(4R,5S)-di-Ph-oxazoline-2-yl]methane}Cu(OTf)2; titanium(IV) isopropylate; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/ja0175486

upstream raw materials:

2(R)-Hydroxy-3(S)-amino-4-cyclohexylbutanoic acid, 2-propanol ester, hydrochloride

1,1'-carbonyldiimidazole

ethyl 4-cyclohexyl-2-oxo-butyrate

(2R,3S)-nor-C-statine hydrochloride

Downstream raw materials:

(4S,5R)-4-(cyclohexylmethyl)-2-oxo-5-oxazolidinecarboxaldehyde