Neosolaniol diacetate

Base Information

Chemical Name:Neosolaniol diacetate
CAS No.:65725-06-6
Molecular Formula:C23H30O10
Molecular Weight:466.4783
Hs Code.:
UNII:4RV0CV89HV
ChEMBL ID:CHEMBL357704
Nikkaji Number:J605.303C
Mol file:65725-06-6.mol

Synonyms:Diacetylneosolaniol;Neosolaniol diacetate;4RV0CV89HV;Tetraacetoxyscirpen;T-2 tetra-acetate;T-2 TETRAACETATE;TETRAACETOXYSCIRPENE;UNII-4RV0CV89HV;CHEMBL357704;TOXIN T-2 TETRAOL TETRAACETATE;BRN 3658847;12,13-Epoxytrichothec-9-ene-3-alpha,4-beta,8-alpha,15-tetrol tetraacetate;Trichothec-9-ene-3,4,8,15-tetrol, 12,13-epoxy-, tetracetate, (3alpha,4beta,8alpha)-;Trichothec-9-ene-3-alpha,4-beta,8-alpha,15-tetrol, 12,13-epoxy-, tetracetate;TRICHOTHEC-9-ENE-3,4,8,15-TETROL, 12,13-EPOXY-, 3,4,8,15-TETRAACETATE, (3.ALPHA.,4.BETA.,8.ALPHA.)-

Suppliers and Price of Neosolaniol diacetate

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 Neosolaniol diacetate

Chemical Property:

Vapor Pressure:5.15E-11mmHg at 25°C
Boiling Point:522.5°Cat760mmHg
Flash Point:223.6°C
PSA：126.96000
Density:1.32g/cm³
LogP:1.23730
Storage Temp.:?20°C
XLogP3:0.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:9
Exact Mass:466.18389715
Heavy Atom Count:33
Complexity:926

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:T+
Statements: 26/27/28-36/37/38
Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC1=CC2C(CC1OC(=O)C)(C3(C(C(C(C34CO4)O2)OC(=O)C)OC(=O)C)C)COC(=O)C
Isomeric SMILES:CC1=C[C@@H]2[C@](C[C@@H]1OC(=O)C)([C@]3([C@@H]([C@H]([C@H]([C@@]34CO4)O2)OC(=O)C)OC(=O)C)C)COC(=O)C

Technology Process of Neosolaniol diacetate

There total 24 articles about Neosolaniol diacetate 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: 86.0%

: 36519-25-2
Neosolaniol

: 108-24-7
acetic anhydride

: 65725-06-6
Diacetylneosolaniol

: 65041-92-1
8-acetyl-neosolaniol

: 68165-53-7
3α,4β,15-Triacetoxy-8α-hydroxy-12,13-epoxytrichothec-9-ene

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1021/jm00123a008

Reference yield:

: 130819-41-9
C₁₇H₂₆O₅

: 65725-06-6,107954-41-6
T-2 tetraol tetraacetate

Guidance literature:: Multi-step reaction with 20 steps

1: Et₃N / toluene / 24 h / 110 °C

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 88 percent / NaIO₄ / OsO₄ / diethyl ether; H₂O / 18 h / Ambient temperature

4: H₅IO₆ / diethyl ether / 0.08 h / Ambient temperature

5: NaOMe / methanol / 0.5 h / Heating

6: pyridinium toluene-p-sulphonate (PPTS) / 12 h / Ambient temperature

7: tetrahydrofuran; hexane / 18 h / Heating

8: ethane-1,2-diol, pyridinium toluene-p-sulphonate (PPTS) / CH₂Cl₂ / 18 h / Heating

9: 81 percent / chromium trioxide, 3,5-dimethylpyrazole / CH₂Cl₂ / 1 h / Ambient temperature

10: 1.) KN(SiMe₃)2, 2.) 2-p-tolylsulphonyl-3-(p-nitrophenyl)oxaziridine / 1.) toluene, THF, 0 deg C, 1 h, 2.) from -78 deg C to RT

11: NaBH₄ / methanol / 0.5 h / 0 °C

12: 90 percent / pyridinium toluene-p-sulphonate (PPTS) / methanol / 48 h / Ambient temperature

13: 50 percent / m-chloroperbenzoic acid (MCPBA), Na₂HPO₄ / CH₂Cl₂ / 48 h / Ambient temperature

14: pyridine / diethyl ether

15: Bu₄NF*3H₂O / tetrahydrofuran / 48 h / Ambient temperature

16: pyridine

17: 85 percent / pyridinium toluene-p-sulphonate (PPTS) / ethyl acetate / 48 h / Ambient temperature

18: 72 percent / O₃ / CH₂Cl₂ / -78 - 20 °C

19: LiBu^s3BH / tetrahydrofuran / 1 h / -78 - 20 °C

20: pyridine

With pyridine; 2,6-dimethylpyridine; 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; sodium methylate; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; L-Selectride; ozone; ethylene glycol; 3-(4-nitrophenyl)-2-p-tolylsulfonyloxaziridine; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; osmium(VIII) oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1039/C39900001200

Reference yield:

: 130819-40-8
C₁₈H₂₆O₆

: 65725-06-6,107954-41-6
T-2 tetraol tetraacetate

Guidance literature:: Multi-step reaction with 21 steps

1: 94 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

2: Et₃N / toluene / 24 h / 110 °C

3: 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 88 percent / NaIO₄ / OsO₄ / diethyl ether; H₂O / 18 h / Ambient temperature

5: H₅IO₆ / diethyl ether / 0.08 h / Ambient temperature

6: NaOMe / methanol / 0.5 h / Heating

7: pyridinium toluene-p-sulphonate (PPTS) / 12 h / Ambient temperature

8: tetrahydrofuran; hexane / 18 h / Heating

9: ethane-1,2-diol, pyridinium toluene-p-sulphonate (PPTS) / CH₂Cl₂ / 18 h / Heating

10: 81 percent / chromium trioxide, 3,5-dimethylpyrazole / CH₂Cl₂ / 1 h / Ambient temperature

11: 1.) KN(SiMe₃)2, 2.) 2-p-tolylsulphonyl-3-(p-nitrophenyl)oxaziridine / 1.) toluene, THF, 0 deg C, 1 h, 2.) from -78 deg C to RT

12: NaBH₄ / methanol / 0.5 h / 0 °C

13: 90 percent / pyridinium toluene-p-sulphonate (PPTS) / methanol / 48 h / Ambient temperature

14: 50 percent / m-chloroperbenzoic acid (MCPBA), Na₂HPO₄ / CH₂Cl₂ / 48 h / Ambient temperature

15: pyridine / diethyl ether

16: Bu₄NF*3H₂O / tetrahydrofuran / 48 h / Ambient temperature

17: pyridine

18: 85 percent / pyridinium toluene-p-sulphonate (PPTS) / ethyl acetate / 48 h / Ambient temperature

19: 72 percent / O₃ / CH₂Cl₂ / -78 - 20 °C

20: LiBu^s3BH / tetrahydrofuran / 1 h / -78 - 20 °C

21: pyridine

With pyridine; 2,6-dimethylpyridine; 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium methylate; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; L-Selectride; ozone; ethylene glycol; 3-(4-nitrophenyl)-2-p-tolylsulfonyloxaziridine; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; osmium(VIII) oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1039/C39900001200