1b,6-Dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2h)-one

Base Information

Chemical Name:1b,6-Dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2h)-one
CAS No.:79029-98-4
Molecular Formula:C₁₅H₁₈O₆
Molecular Weight:294.304
Hs Code.:
European Community (EC) Number:808-861-1
DSSTox Substance ID:DTXSID301000206
Wikipedia:Tutin_(toxin)
Wikidata:Q82993642
Mol file:79029-98-4.mol

Synonyms:2a,3a-epoxy-3a,4a,5,6,7,7a-hexahydro-3a alpha,6 beta,7 beta-trihydroxy-5 alpha-isopropyl-7a alpha- methylspiro(indan-1,2'-oxirane) gamma-lactone;tutin

Suppliers and Price of 1b,6-Dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2h)-one

Supply Marketing:

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

Manufacturers and distributors:

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Total 5 raw suppliers

Chemical Property of 1b,6-Dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2h)-one

Chemical Property:

XLogP3:-0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:294.11033829
Heavy Atom Count:21
Complexity:603

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=C)C1C2C(C3(C4(CO4)C5C(C3(C1C(=O)O2)O)O5)C)O

Technology Process of 1b,6-Dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2h)-one

There total 13 articles about 1b,6-Dihydroxy-6a-methyl-8-(prop-1-en-2-yl)hexahydrospiro[2,5-methanooxireno[3,4]cyclopenta[1,2-d]oxepine-7,2'-oxiran]-3(2h)-one 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: 99.0%

: 93178-02-0,112136-61-5
2,2,2-trichloroethoxycarbonyl α-bromotutin

: 17617-47-9,2571-22-4,79029-98-4
tutin

Guidance literature:: With ammonium chloride; zinc; In ethanol; for 1.5h; Heating;
DOI:10.1016/S0040-4039(01)91191-8 DOI:10.1016/S0040-4020(01)88159-X

Reference yield:

: 90123-12-9
C₁₅H₂₀Br₂O₃

: 17617-47-9,2571-22-4,79029-98-4
tutin

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / pyridine; acetonitrile / 0.67 h / 0 °C

2: 76 percent / potassium superoxide, dicyclohexyl-18-crown-6 / dimethylsulfoxide; dimethylformamide / 0.25 h / 0 °C

3: 57 percent / Pb(OAc)4 / benzene / 7 h / Heating

4: 1) CaH₂; 2) Bu₄NBr, CaH₂ / 1) MeCN, RT, 30 min; 2) MeCN, 40 deg C, 4 h

5: 99 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

6: 90 percent / K₂CO₃ / methanol / 3.5 h / 0 °C

7: 99 percent / pyridine / 1.5 h / Ambient temperature

8: 43 percent / Na₂HPO₄*12H₂O, CF₃CO₃H / CH₂Cl₂ / 20 h / 35 °C

9: 73 percent / RuCl₃*H₂O, NaIO₄, phosphate buffer (pH 6.9) / CCl₄; acetonitrile / 24 h / 40 °C

10: 99 percent / Zn, NH₄Cl / ethanol / 1.5 h / Heating

With lead(IV) acetate; perhydrodibenzo-18-crown-6; ruthenium trichloride; potassium superoxide; sodium periodate; disodium hydrogenphosphate; phosphate buffer; calcium hydride; trifluoroacetyl peroxide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; potassium carbonate; ammonium chloride; zinc; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)88159-X

Reference yield:

: 110673-51-3
C₂₁H₃₄Br₂O₃Si

: 17617-47-9,2571-22-4,79029-98-4
tutin

Guidance literature:: Multi-step reaction with 9 steps

1: 76 percent / potassium superoxide, dicyclohexyl-18-crown-6 / dimethylsulfoxide; dimethylformamide / 0.25 h / 0 °C

2: 57 percent / Pb(OAc)4 / benzene / 7 h / Heating

3: 1) CaH₂; 2) Bu₄NBr, CaH₂ / 1) MeCN, RT, 30 min; 2) MeCN, 40 deg C, 4 h

4: 99 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

5: 90 percent / K₂CO₃ / methanol / 3.5 h / 0 °C

6: 99 percent / pyridine / 1.5 h / Ambient temperature

7: 43 percent / Na₂HPO₄*12H₂O, CF₃CO₃H / CH₂Cl₂ / 20 h / 35 °C

8: 73 percent / RuCl₃*H₂O, NaIO₄, phosphate buffer (pH 6.9) / CCl₄; acetonitrile / 24 h / 40 °C

9: 99 percent / Zn, NH₄Cl / ethanol / 1.5 h / Heating

With lead(IV) acetate; perhydrodibenzo-18-crown-6; ruthenium trichloride; potassium superoxide; sodium periodate; disodium hydrogenphosphate; phosphate buffer; calcium hydride; trifluoroacetyl peroxide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; potassium carbonate; ammonium chloride; zinc; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)88159-X