(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Base Information

Chemical Name:(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate
CAS No.:219739-55-6
Molecular Formula:C₁₅H₁₆O₆
Molecular Weight:292.288
Hs Code.:

Synonyms:(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Suppliers and Price of (-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

There total 4 articles about (-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate 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%

: 219739-54-5
(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3-O-(methylsulfonyl)-4,5-dihydroxycyclohexane carboxylate

: 219739-55-6
(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 0.166667h;
DOI:10.1021/jo981291l

Reference yield:

: 1-O-benzoyl-4,5-O-isopropylidenequinide

: 219739-55-6
(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: methanol / 0.5 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: CF₃COOH / tetrahydrofuran; H₂O / 0 - 20 °C

4: 80 percent / DBU, LiBr / tetrahydrofuran / 0.17 h / 0 - 20 °C

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo981291l

Reference yield:

: (3aR,5R,7R,7aS)-5-Benzoyloxy-7-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: 219739-55-6
(-)-methyl (1S,3R,4R,5R)-1-(benzoyloxy)-3,4-epoxy-5-hydroxycyclohexane carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: CF₃COOH / tetrahydrofuran; H₂O / 0 - 20 °C

3: 80 percent / DBU, LiBr / tetrahydrofuran / 0.17 h / 0 - 20 °C

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo981291l