(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Base Information

Chemical Name:(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol
CAS No.:114811-30-2
Molecular Formula:C₃₉H₆₈O₁₁
Molecular Weight:712.962
Hs Code.:

(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Synonyms:(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Suppliers and Price of (2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

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 (2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

There total 34 articles about (2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol 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: 94.0%

: 114811-29-9
(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-1-tert-butyldiphenylsilyloxy-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecane

: 114811-30-2
(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 55 - 60 ℃;
DOI:10.1016/S0040-4039(00)96566-3

Reference yield:

: 97058-14-5
(2R,3S,4R)-3,5-(Isopropylidenedioxy)-2,4-dimethylpentanal

: 114811-30-2
(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 86 percent / 1.5M n-BuLi / hexane; tetrahydrofuran / -50 deg C, -23/-20 deg C, 2.5 h, -80 deg C, 40 min

2: 92 percent / 4N HCl / tetrahydrofuran / 11 h / Ambient temperature

3: 93 percent / imidazole / CH₂Cl₂ / 2 h / Ambient temperature

4: 79 percent / PPTS / CH₂Cl₂ / 2.5 h / Ambient temperature

5: 88 percent / MeI, NaHCO₃ / acetonitrile / 1.5 h / 70 °C

6: 86 percent / 1.5M n-BuLi, diisopropylamine / hexane; tetrahydrofuran / -15 deg C, 30 min, -80 deg C, 1 h

7: 71 percent / H₂ / Raney Ni(W-2) / ethanol / 0.5 h / Ambient temperature

8: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / -60 °C

9: 82.9 percent / diethyl ether; tetrahydrofuran / 1 h / -85 °C

10: diisopropylethylamine / CH₂Cl₂ / RT, 50/55 deg C, 11 h

11: 94 percent / 1.0M n-Bu₄NF / tetrahydrofuran / RT, 55/60 deg C, 2 h

With 1H-imidazole; hydrogenchloride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; dimethyl sulfoxide; diisopropylamine; N-ethyl-N,N-diisopropylamine; methyl iodide; Raney Ni(W-2); In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; acetonitrile;
DOI:10.1248/cpb.37.1167

Reference yield:

: 124871-55-2
(2R,3S,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-2,4,6-trimethylnonanol

: 114811-30-2
(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N, DMAP / CH₂Cl₂ / 23 h / Heating

2: 90 percent / 60percent NaH / ethanol; 1,2-dimethoxy-ethane / 2 h / Heating

3: NaIO₄ / H₂O; methanol / 8.5 h / Ambient temperature

4: 86 percent / 1.5M n-BuLi, diisopropylamine / hexane; tetrahydrofuran / -15 deg C, 30 min, -80 deg C, 1 h

5: 71 percent / H₂ / Raney Ni(W-2) / ethanol / 0.5 h / Ambient temperature

6: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / -60 °C

7: 82.9 percent / diethyl ether; tetrahydrofuran / 1 h / -85 °C

8: diisopropylethylamine / CH₂Cl₂ / RT, 50/55 deg C, 11 h

9: 94 percent / 1.0M n-Bu₄NF / tetrahydrofuran / RT, 55/60 deg C, 2 h

With dmap; sodium periodate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; Raney Ni(W-2); In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; dichloromethane; water;
DOI:10.1248/cpb.37.1167