(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal

Base Information

Chemical Name:(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal
CAS No.:111005-65-3
Molecular Formula:C11H14O3
Molecular Weight:194.22706
Hs Code.:
DSSTox Substance ID:DTXSID90454639
Nikkaji Number:J330.428K
Wikidata:Q82276284
Mol file:111005-65-3.mol

Synonyms:111005-65-3;(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal;(3aR,6aR)-spiro[3a,6a-dihydrocyclopenta[d][1,3]dioxole-2,1'-cyclohexane]-4-one;SCHEMBL12036874;DTXSID90454639;LQYQJRFUFQAQRI-ZJUUUORDSA-N;J-002503;(3aR,6aR)-3abeta,6abeta-Dihydrospiro[6H-cyclopenta-1,3-dioxole-2,1'-cyclohexan]-6-one;(3'aR,6'aR)-4',6'a-dihydro-3'aH-spiro[cyclohexane-1,2'-cyclopenta[d][1,3]dioxol]-4'-one

Suppliers and Price of (1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal

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

TRC
(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one1,2-CyclohexylKetal
500 mg
$ 1110.00

Biosynth Carbosynth
(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-cyclohexyl ketal
500 mg
$ 1530.00

Biosynth Carbosynth
(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-cyclohexyl ketal
250 mg
$ 840.00

Biosynth Carbosynth
(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-cyclohexyl ketal
100 mg
$ 462.00

Biosynth Carbosynth
(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-cyclohexyl ketal
50 mg
$ 254.50

Biosynth Carbosynth
(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-cyclohexyl ketal
25 mg
$ 140.00

Total 2 raw suppliers

Chemical Property of (1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal

Chemical Property:

PSA：35.53000
LogP:1.56970
Storage Temp.:Refrigerator, under inert atmosphere
Solubility.:Chloroform (Slightly), Ethyl Acetate (Slightly)
XLogP3:1.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:0
Exact Mass:194.094294304
Heavy Atom Count:14
Complexity:289

Purity/Quality:

95% ^*data from raw suppliers

(1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one1,2-CyclohexylKetal ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CCC2(CC1)OC3C=CC(=O)C3O2
Isomeric SMILES:C1CCC2(CC1)O[C@@H]3C=CC(=O)[C@@H]3O2
Uses Mannostatin intermediate.

Technology Process of (1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal

There total 13 articles about (1R,2R)-1,2-Dihydroxy-3-cyclopropen-5-one 1,2-Cyclohexyl Ketal 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:

: 111005-67-5
(3R,4S,5S)-3,4-O-cyclohexylidenecyclopentane-3,4,5-triol

: 111005-65-3
(-)-2,3-(cyclohexylidenedioxy)-4-cyclopentenone

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; for 2h;

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 111005-65-3
(-)-2,3-(cyclohexylidenedioxy)-4-cyclopentenone

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / FeCl₃, Drierite / 3 h / 50 °C

2: 1.) aq. KOH, 2.) aq. KIO₄ / 1.) 40 deg C, 15 min, 2.) 4 deg C, 5 h

3: pyridinium p-toluenesulfonate / 12 h / 60 °C

4: 1.) BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, -78 deg C (3 h), -> room temp. (1 h)

With calcium sulfate; potassium hydroxide; n-butyllithium; potassium metaperiodate; pyridinium p-toluenesulfonate; iron(III) chloride;
DOI:10.1080/00397919708005020

Reference yield:

: 123168-27-4
2,3-O-cyclohexylidene-D-ribofuranose

: 111005-65-3
(-)-2,3-(cyclohexylidenedioxy)-4-cyclopentenone

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 12 h / -78 - 20 °C

2.1: sodium periodate / methanol; water / 1 h / 0 - 20 °C

3.1: tetrahydrofuran / 0 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 °C

5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h

5.2: 0.5 h

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium periodate; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; water; 3.1: |Wittig Olefination;
DOI:10.1039/c3md00021d