(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

Base Information

Chemical Name:(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester
CAS No.:371974-92-4
Molecular Formula:C₉H₁₄O₆
Molecular Weight:218.207
Hs Code.:

Synonyms:(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

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Chemical Property of (1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

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Technology Process of (1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

There total 4 articles about (1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl 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%

: 371974-81-1
(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid dimethyl ester

: 371974-92-4
(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

Guidance literature:: With sodium hydroxide; at 20 ℃; for 1.5h;
DOI:10.1039/b405344c

Reference yield:

: 371974-81-1
(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid dimethyl ester

: 371974-92-4
(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

: (1S,2S,4S,5R)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

Guidance literature:: With lithium hydroxide; water; In methanol; at 20 ℃; for 5.5h; Title compound not separated from byproducts.;
DOI:10.1021/jo015570b

Reference yield:

: 51096-08-3
(1S,2S)-cyclohex-4-ene-1,2-dicarboxylic acid

: 371974-92-4
(1S,2S,4R,5S)-4,5-Dihydroxy-cyclohexane-1,2-dicarboxylic acid monomethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / H₂SO₄ / 20 h / Heating

2: 99 percent / Et₃NO; OsCl₃; H₂O / CH₂Cl₂ / 15 h / 20 °C

3: 80 percent / aq. NaOH / 0.75 h / 20 °C

With sodium hydroxide; osmium (III) chloride; triethylamine N-oxide; sulfuric acid; water; In dichloromethane; 1: Fischer esterification;
DOI:10.1021/jo015570b