(1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle

Base Information

• Chemical Name: (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle
• CAS No.: 133951-82-3
• Molecular Formula: C₁₂H₁₈O₈
• Molecular Weight: 290.27
• Mol file: 133951-82-3.mol

Synonyms:(1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle

Chemical Property of (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle

There total 6 articles about (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle 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: 92.0%

Methyl 3,4-O-benzylidene-1,5-O-diacetyl-(-)-quinate (133951-81-2) → (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle (133951-82-3)

Guidance literature:

With acetic acid; for 12h; Ambient temperature;

DOI:10.1021/jo00047a049

Reference yield: 92.0%

(1S,2R,4R,6R,8S)-2,4-diacetoxy 4-(methoxycarbonyl) 8-phenyl 7,9-dioxabicyclo<4.3.0>nonane (133951-81-2) → (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle (133951-82-3)

Guidance literature:

With acetic acid; for 12h; Ambient temperature;

Reference yield: 72.0%

methyl 3,4-O-cyclohexylidene-1,5-di-O-acetylquinate → (1R,3R,4S,5R)-1,5-diacetoxy 3,4-dihydroxycyclohexane carboxylate de methyle (133951-82-3)

Guidance literature:

With toluene-4-sulfonic acid; ethanethiol; In dichloromethane; at 0 - 4 ℃; for 16h;

DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8

upstream raw materials:

(1S,2R,4R,6R,8S)-2,4-diacetoxy 4-(methoxycarbonyl) 8-phenyl 7,9-dioxabicyclo<4.3.0>nonane

Methyl 3,4-O-benzylidene-1,5-O-diacetyl-(-)-quinate

methyl 3,4-O-cyclohexylidenequinate

(1S,2R,4R,6R,8S)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>nonane-2,4-diol

Downstream raw materials:

Methyl 1,4,5-O-triacetyl-(-)-quinate dibenzyl 3-phosphate

Methyl 1,4,5-O-triacetyl-3-O-trityl-(-)-quinate

Methyl 1,4,5-O-triacetyl-(-)-quinate 3-phosphate

Methyl 1,4,5-O-triacetyl-(-)-quinate