15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

Base Information

Chemical Name:15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
CAS No.:27920-64-5
Molecular Formula:C₂₈H₃₈O₅
Molecular Weight:454.607
Hs Code.:
NSC Number:179885
DSSTox Substance ID:DTXSID10306808
Wikidata:Q82054094

Synonyms:27920-64-5;AC1L6Z3F;DTXSID10306808;NSC179885;NSC-179885

Suppliers and Price of 15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

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

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Chemical Property of 15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

Chemical Property:

Vapor Pressure:1.06E-18mmHg at 25°C
Boiling Point:633.3±55.0 °C(Predicted)
PKA:13.49±0.70(Predicted)
Density:1.22±0.1 g/cm3(Predicted)
XLogP3:4.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:454.27192431
Heavy Atom Count:33
Complexity:981

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)C

Technology Process of 15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

There total 11 articles about 15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-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:

: 140187-33-3
(R)-6-[(S)-1-((1S,3R,8S,9S,10R,13S,14S)-1,3-Dihydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3,4-dimethyl-5,6-dihydro-pyran-2-one

: 27920-64-5
27-deoxywithaferin A

Guidance literature:: Multi-step reaction with 8 steps

2: m-CPBA / CHCl₃

3: pyridinium dichromate / dimethylformamide

4: 51 percent / Al₂O₃ / diethyl ether

5: p-toluenesulfonic acid hydrate (p-TsOH_.H₂O) / benzene / 60 °C

6: m-CPBA / CHCl₃

7: trimethyl phosphite / methanol; tetrahydrofuran / 16 h / Ambient temperature

8: m-CPBA

With aluminum oxide; dipyridinium dichromate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)85697-X

Reference yield:

: 85427-86-7
(R)-6-{(S)-1-[(1S,3R,8S,9S,10R,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-3,4-dimethyl-5,6-dihydro-pyran-2-one

: 27920-64-5
27-deoxywithaferin A

Guidance literature:: Multi-step reaction with 7 steps

1: m-CPBA / CHCl₃

2: pyridinium dichromate / dimethylformamide

3: 51 percent / Al₂O₃ / diethyl ether

4: p-toluenesulfonic acid hydrate (p-TsOH_.H₂O) / benzene / 60 °C

5: m-CPBA / CHCl₃

6: trimethyl phosphite / methanol; tetrahydrofuran / 16 h / Ambient temperature

7: m-CPBA

With aluminum oxide; dipyridinium dichromate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)85697-X

Reference yield:

: (R)-6-[(S)-1-((1S,3R,8S,9S,10R,13S,14S)-1,3-Bis-methoxymethoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3,4-dimethyl-5,6-dihydro-pyran-2-one

: 27920-64-5
27-deoxywithaferin A

Guidance literature:: Multi-step reaction with 9 steps

1: acid hydrolysis

3: m-CPBA / CHCl₃

4: pyridinium dichromate / dimethylformamide

5: 51 percent / Al₂O₃ / diethyl ether

6: p-toluenesulfonic acid hydrate (p-TsOH_.H₂O) / benzene / 60 °C

7: m-CPBA / CHCl₃

8: trimethyl phosphite / methanol; tetrahydrofuran / 16 h / Ambient temperature

9: m-CPBA

With aluminum oxide; dipyridinium dichromate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)85697-X