(R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate

Base Information

• Chemical Name: (R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate
• CAS No.: 889869-54-9
• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.246
• Mol file: 889869-54-9.mol

Synonyms:(R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate

Chemical Property of (R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate

There total 2 articles about (R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate 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: 71.0%

propynoic acid methyl ester (922-67-8) + cyclohexanecarbaldehyde (2043-61-0) → (R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate (889869-54-9)

Guidance literature:

propynoic acid methyl ester; With dimethyl zinc(II); ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol); In toluene; at 0 - 20 ℃; for 1h; Inert atmosphere;

cyclohexanecarbaldehyde; With ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol); In toluene; at 0 - 4 ℃; for 48h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201202085

Reference yield:

propynoic acid methyl ester (922-67-8) + cyclohexanecarbaldehyde (2043-61-0) → (S)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate + (R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate (889869-54-9)

Guidance literature:

With titanium(IV) isopropylate; diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; In dichloromethane; at 20 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1021/ol060377v

Reference yield:

(R)-methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate (889869-54-9) → 5-cyclohexyl-4-hydroxy-5H-furan-2-one (889869-67-4)

Guidance literature:

With Zeise's dimer; In methanol; water; for 18h; Heating;

DOI:10.1021/ol060377v

upstream raw materials:

propynoic acid methyl ester

cyclohexanecarbaldehyde

Downstream raw materials:

5-cyclohexyl-4-hydroxy-5H-furan-2-one

4-(benzylamino)-5-cyclohexylfuran-2(5H)-one