2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

Base Information

Chemical Name:2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester
CAS No.:343262-89-5
Molecular Formula:C₂₄H₃₆O₆
Molecular Weight:420.546
Hs Code.:

Synonyms:2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

Suppliers and Price of 2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

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 2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

There total 13 articles about 2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester 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: 82.0%

: 343262-88-4
2,2-dimethylpropionic acid (E)-(2S,3S,5S,6R,7R)-7-(tert-butyldiphenylsilanoxy)-2,3-epoxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

: 343262-89-5
2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 40 ℃; for 24h;
DOI:10.1021/ol015753k

Reference yield:

: 3282-30-2
pivaloyl chloride

: 343262-89-5
2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / pyridine / CH₂Cl₂ / 5 h / 20 °C

2: 82 percent / TBAF / tetrahydrofuran / 24 h / 40 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol015753k

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 343262-89-5
2,2-dimethylpropionic acid (E)-(2S,3S,5S,6S,7R)-2,3-epoxy-7-hydroxy-5-(4-methoxybenzyloxy)-6-methyldeca-8-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 67 percent / CSA / CH₂Cl₂ / 40 h

2: 74 percent / AD-mix-α / 2-methyl-propan-2-ol; H2O / 20 h

3: 100 percent / NaIO₄ / H₂O; tetrahydrofuran / 0.5 h

4: 88 percent / CH₂Cl₂ / 1.5 h

5: 96 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

6: 95 percent / TBHP; Ti(OiPr)4; diethyl-L-tartrate / CH₂Cl₂ / 0.67 h

7: 95 percent / pyridine / CH₂Cl₂ / 5 h / 20 °C

8: 82 percent / TBAF / tetrahydrofuran / 24 h / 40 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; AD-mix-α; diethyl (2R,3R)-tartrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 4: Wittig olefination;
DOI:10.1021/ol015753k