(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:201542-27-0
Molecular Formula:C₃₃H₅₀O₁₀
Molecular Weight:606.754
Hs Code.:

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Synonyms:(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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Chemical Property of (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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Technology Process of (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

There total 12 articles about (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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: 71.0%

: 201542-26-9
Acetic acid (2R,4aR,6S,7R,8S,8aR)-8-acetoxy-2-phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 201542-27-0
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With methanol; potassium methanolate; at 20 ℃;
DOI:10.1021/ja991361l

Reference yield:

: 5158-64-5,14227-85-1,16741-27-8,24877-07-4,36807-84-8,39524-38-4,41881-45-2,60978-06-5,69483-13-2,69980-52-5,75247-28-8,75247-29-9,80483-13-2,80483-14-3,89301-86-0,96648-29-2,108942-35-4,108942-38-7,138514-69-9,24404-52-2
2,3,4-tri-O-acetyl-D-fucopyranosyl bromide

: 201542-27-0
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 5 steps

1: AgNO₃; silica/alumina; 3 Angstroem molecular sieves / CH₂Cl₂ / -10 °C

2: KOMe; MeOH / 20 °C

3: p-TsOH*H₂O / acetone

4: 82 percent / BF₃*Et₂O / CH₂Cl₂; hexane / -20 °C

5: 71 percent / KOMe; MeOH / 20 °C

With methanol; aluminum oxide; 3 A molecular sieve; boron trifluoride diethyl etherate; potassium methanolate; silica gel; toluene-4-sulfonic acid; silver nitrate; In hexane; dichloromethane; acetone; 1: Condensation / 2: Deacetylation / 3: Cycloaddition / 4: Condensation / 5: Deacetylation;
DOI:10.1021/ja991361l

Reference yield:

: 764-59-0
hex-5-en-1-al

: 201542-27-0
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-[(3aS,4R,6R,7R,7aS)-2,2,4-trimethyl-6-((S)-1-pentyl-hex-5-enyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / 1,2-cyclohexyl-bis(R,R-trifluoromethanesulfonamide); Ti(O-iPr)4 / toluene / 20 °C

2: AgNO₃; silica/alumina; 3 Angstroem molecular sieves / CH₂Cl₂ / -10 °C

3: KOMe; MeOH / 20 °C

4: p-TsOH*H₂O / acetone

5: 82 percent / BF₃*Et₂O / CH₂Cl₂; hexane / -20 °C

6: 71 percent / KOMe; MeOH / 20 °C

With titanium(IV) isopropylate; methanol; aluminum oxide; 3 A molecular sieve; boron trifluoride diethyl etherate; potassium methanolate; silica gel; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide); toluene-4-sulfonic acid; silver nitrate; In hexane; dichloromethane; acetone; toluene; 1: Addition / 2: Condensation / 3: Deacetylation / 4: Cycloaddition / 5: Condensation / 6: Deacetylation;
DOI:10.1021/ja991361l