(1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane

Base Information

Chemical Name:(1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane
CAS No.:59014-05-0
Molecular Formula:C10H18O2
Molecular Weight:170.24900
Hs Code.:
DSSTox Substance ID:DTXSID50450798
Nikkaji Number:J14.695A
Wikidata:Q82270618
Mol file:59014-05-0.mol

Synonyms:59014-05-0;(?)-beta-Multistriatin;DTXSID50450798;(1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane;[1s,2s,4r,5r,(-)]-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane

Suppliers and Price of (1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane

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 3 raw suppliers

Chemical Property of (1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane

Chemical Property:

Boiling Point:207.1±8.0 °C(Predicted)
PSA：18.46000
Density:0.959±0.06 g/cm3(Predicted)
LogP:2.18400
XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:170.130679813
Heavy Atom Count:12
Complexity:181

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC12C(CC(C(O1)CO2)C)C
Isomeric SMILES:CC[C@]12[C@@H](C[C@@H]([C@H](O1)CO2)C)C

Technology Process of (1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane

There total 43 articles about (1S,2S,4R,5R)-5-Ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane 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:

: (+/-)-r-2-Acetyl-c-4-formyl<1,3>dioxolane

: 54815-06-4,54832-20-1,54832-21-2,54832-22-3,59014-03-8,59014-04-9,59014-05-0,59014-06-1,59014-07-2,59014-08-3,59014-09-4,59014-10-7,60018-96-4
δ-Multistriatin

Guidance literature:: Multi-step reaction with 7 steps

1: triethylammonium chloride / CH₂Cl₂ / 48 h / Ambient temperature

2: Et₃N, DMAP / 1.5 h / -5 °C

3: 180 - 200 °C

4: 1.) CuBr*Me₂S / 1.) ether, -60 to -30 deg C, 20 min, 2.) -60 deg C, 15 min

5: 76 percent / t-BuOK / 1.) THF, 6 h, 2.) ether, overnight

6: H₂ / Pd/C

7: TFA / 48 h

With dmap; copper(I) bromide dimethylsulfide complex; potassium tert-butylate; hydrogen; triethylamine; palladium on activated charcoal; triethylamine hydrochloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo00121a034

Reference yield:

: (+/-)-1-<(2Ξ)-2-Ethyl-c-4-(hydroxymethyl)<1,3>dioxolan-r-2-yl>ethanol

: 54815-06-4,54832-20-1,54832-21-2,54832-22-3,59014-03-8,59014-04-9,59014-05-0,59014-06-1,59014-07-2,59014-08-3,59014-09-4,59014-10-7,60018-96-4
δ-Multistriatin

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) -40 deg C, 5 min

2: triethylammonium chloride / CH₂Cl₂ / 48 h / Ambient temperature

3: Et₃N, DMAP / 1.5 h / -5 °C

4: 180 - 200 °C

5: 1.) CuBr*Me₂S / 1.) ether, -60 to -30 deg C, 20 min, 2.) -60 deg C, 15 min

6: 76 percent / t-BuOK / 1.) THF, 6 h, 2.) ether, overnight

7: H₂ / Pd/C

8: TFA / 48 h

With dmap; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; potassium tert-butylate; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; triethylamine hydrochloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo00121a034

Reference yield:

: (+/-)-5-Ethyl-2-exo-methyl-4-methylene-6,8-dioxabicyclo<3.2.1>octane

: 54815-06-4,54832-20-1,54832-21-2,54832-22-3,59014-03-8,59014-04-9,59014-05-0,59014-06-1,59014-07-2,59014-08-3,59014-09-4,59014-10-7,60018-96-4
β-Multistriatin

: 54815-06-4,54832-20-1,54832-21-2,54832-22-3,59014-03-8,59014-04-9,59014-05-0,59014-06-1,59014-07-2,59014-08-3,59014-09-4,59014-10-7,60018-96-4
δ-Multistriatin

Guidance literature:: With hydrogen; platinum(IV) oxide; In diethyl ether; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00121a034