(1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester
• CAS No.: 141435-12-3
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.255
• Mol file: 141435-12-3.mol

Synonyms:(1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester

Chemical Property of (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester

There total 2 articles about (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl 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: 80.0%

3-[(E)-3-(methoxycarbonyl)-propenoyl]-oxazolidin-2-one (116733-42-7) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester (141435-12-3)

Guidance literature:

With titanium(IV) dichlorodiisopropylate; 4 A molecular sieve; (4R-trans)-2-methyl-2-phenyl-α,α,α',α'-tetraphenyl-1,3-dioxolan-4,5-dimethanol; In hexane; toluene; at 0 ℃; for 74h;

DOI:10.1016/j.tetasy.2003.07.022

Reference yield:

3-[(E)-3-(methoxycarbonyl)-propenoyl]-oxazolidin-2-one (116733-42-7) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester (141435-12-3) + (1R,6R)-6-(2-oxo-oxazolidine-3-carbonyl)-cyclohex-3-ene carboxylic acid methyl ester (116733-43-8)

Guidance literature:

With MS 4A; chiral tytanium reagent; In various solvent(s); Product distribution; other solvents;

DOI:10.1021/ja00196a045

Reference yield: 30.0%

magnesium methanolate (109-88-6,16436-83-2,16436-85-4) + (1S,6S)-6-(2-oxooxazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester (141435-12-3) → (1S,2S)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester (137492-80-9)

Guidance literature:

With sodium chloride; ammonium chloride; In methanol;

upstream raw materials:

3-[(E)-3-(methoxycarbonyl)-propenoyl]-oxazolidin-2-one

buta-1,3-diene

Downstream raw materials:

(1S,2S)-Cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester

(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid methyl ester

(1S,2S)-2-methanesulfonylaminocyclohexanecarboxylic acid

(1S,6S)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester