(4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

Base Information

Chemical Name:(4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene
CAS No.:312493-78-0
Molecular Formula:C₂₈H₃₄O₅
Molecular Weight:450.575
Hs Code.:

Synonyms:(4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

Suppliers and Price of (4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

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 0 raw suppliers

Chemical Property of (4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

There total 11 articles about (4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene 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: 96.0%

: 100-39-0
benzyl bromide

: 312493-66-6
(4aS,6S,7R,8aS,9aR,10aR)-2,2,4a-Trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracen-6-ol

: 312493-78-0
(4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: With tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; at 0 - 25 ℃;
DOI:10.1016/S0040-4039(00)01339-3

Reference yield:

: 312308-12-6
(4aS,6R,7S,8aR)-6-Hydroxymethyl-2,2,4a-trimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 312493-78-0
(4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: Multi-step reaction with 11 steps

1: 2,6-lutidine / CH₂Cl₂ / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

3: n-BuLi / tetrahydrofuran; various solvent(s) / -20 °C

4: PPTS / methanol / 0 °C

5: 88 percent / Red-Al / diethyl ether / 25 °C

6: 93 percent / t-BuOOH; (+)-DET; Ti(i-PrO)4, MS-4 Angstroem / CH₂Cl₂ / -20 °C

7: TPAP; NMO; MS-4 Angstroem / CH₂Cl₂ / 25 °C

8: NaHMDS / tetrahydrofuran / 0 °C

9: TBAF / tetrahydrofuran / 25 °C

10: NaH / dimethylsulfoxide / 0 - 25 °C

11: 96 percent / n-Bu₄NBr; NaH / tetrahydrofuran / 0 - 25 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; diethyl (2R,3R)-tartrate; MS-4 Angstroem; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hexamethyldisilazane; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; 1: Acylation / 2: silylation / 3: Substitution / 4: Hydrolysis / 5: Hydrogenation / 6: Epoxidation / 7: Oxidation / 8: Condensation / 9: ether cleavage / 10: Cyclization / 11: Alkylation;
DOI:10.1016/S0040-4039(00)01339-3

Reference yield:

: Trifluoro-methanesulfonic acid (4aS,6R,7S,8aR)-7-hydroxy-2,2,4a-trimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl ester

: 312493-78-0
(4aS,6S,7R,8aS,9aR,10aR)-6-Benzyloxy-2,2,4a-trimethyl-7-((E)-styryl)-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: Multi-step reaction with 10 steps

1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2: n-BuLi / tetrahydrofuran; various solvent(s) / -20 °C

3: PPTS / methanol / 0 °C

4: 88 percent / Red-Al / diethyl ether / 25 °C

5: 93 percent / t-BuOOH; (+)-DET; Ti(i-PrO)4, MS-4 Angstroem / CH₂Cl₂ / -20 °C

6: TPAP; NMO; MS-4 Angstroem / CH₂Cl₂ / 25 °C

7: NaHMDS / tetrahydrofuran / 0 °C

8: TBAF / tetrahydrofuran / 25 °C

9: NaH / dimethylsulfoxide / 0 - 25 °C

10: 96 percent / n-Bu₄NBr; NaH / tetrahydrofuran / 0 - 25 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; diethyl (2R,3R)-tartrate; MS-4 Angstroem; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hexamethyldisilazane; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; 1: silylation / 2: Substitution / 3: Hydrolysis / 4: Hydrogenation / 5: Epoxidation / 6: Oxidation / 7: Condensation / 8: ether cleavage / 9: Cyclization / 10: Alkylation;
DOI:10.1016/S0040-4039(00)01339-3