ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate

Base Information

• Chemical Name: ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate
• CAS No.: 208242-72-2
• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.262
• Mol file: 208242-72-2.mol

Synonyms:ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate

Chemical Property of ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate

Chemical Property:

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Technology Process of ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate

There total 3 articles about ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate 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: 96.0%

glyoxylic acid ethyl ester (924-44-7) + methylenecyclohexane (1192-37-6) → ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate (208242-72-2)

Guidance literature:

With indium(III) triflate; 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; In 1,2-dichloro-ethane; at 0 ℃; optical yield given as %ee; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/ja807501a

Reference yield: 89.0%

glyoxylic acid ethyl ester (924-44-7) + 1-methylcyclohex-1-ene (591-49-1) → ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate (208242-72-2)

Guidance literature:

With 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; silver hexafluoroantimonate; indium(III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 16h; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.06.066

Reference yield:

glyoxylic acid ethyl ester (924-44-7) + methylenecyclohexane (1192-37-6) → ethyl (S)-3-(cyclohex-1-en-1-yl)-2-hydroxypropanoate (208242-73-3) + ethyl (2R)-3-(1'-cyclohexenyl)-2-hydroxypropionate (208242-72-2)

Guidance literature:

With (OTf)2; In dichloromethane; at 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja980549m

upstream raw materials:

glyoxylic acid ethyl ester

methylenecyclohexane

1-methylcyclohex-1-ene