(1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate

Base Information

Chemical Name:(1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate
CAS No.:1094570-19-0
Molecular Formula:C₁₆H₁₉ClO₅
Molecular Weight:326.777
Hs Code.:

Synonyms:(1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate

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Chemical Property of (1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate

Chemical Property:

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Technology Process of (1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate

There total 2 articles about (1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate 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:

: C₁₆H₁₅ClO₅

: 1094570-19-0
(1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate

Guidance literature:: C₁₆H₁₅ClO₅; With sodium tetrahydroborate; In methanol; dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

With water; In methanol; dichloromethane; pH=7; optical yield given as %ee; aq. phosphate buffer;
DOI:10.1021/ol802330h

Reference yield:

: 1830-54-2
3-oxopentanedioic acid dimethyl ester

: 1075-77-0
(E)-4-chlorocinnamic aldehyde

: 1094570-19-0
(1R,2R,3S,4R)-dimethyl 4-(4-chlorophenyl)-2-hydroxycyclohexane-1,3-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: benzoic acid / dichloromethane / 2 h / 20 °C

2: sodium tetrahydroborate / methanol; dichloromethane / 0.33 h / 0 °C

With sodium tetrahydroborate; benzoic acid; In methanol; dichloromethane; 1: domino Michael-Knoevenagel reaction;
DOI:10.1055/s-0030-1259528