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

Base Information

Chemical Name:(2R,3S,4S,5R,6RS,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethylpentadecan-6-ol
CAS No.:114811-26-6
Molecular Formula:C₅₂H₈₀O₁₀Si
Molecular Weight:893.287
Hs Code.:

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

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

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Chemical Property of (2R,3S,4S,5R,6RS,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethylpentadecan-6-ol

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

There total 31 articles about (2R,3S,4S,5R,6RS,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethylpentadecan-6-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: 83.0%

: 114811-25-5,124987-18-4,124987-19-5,124987-20-8,124987-21-9
(2R,3S,4S,5R,6RS,7R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethyl-7-phenylsulfinylpentadecan-6-ol

: 114811-26-6,124987-22-0,124987-23-1
(2R,3S,4S,5R,6RS,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethylpentadecan-6-ol

Guidance literature:: With hydrogen; nickel; In ethanol; Ambient temperature;
DOI:10.1016/S0040-4039(00)96566-3

Reference yield:

: 114825-89-7
(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal

: 114811-26-6,124987-22-0,124987-23-1
(2R,3S,4S,5R,6RS,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethylpentadecan-6-ol

Guidance literature:: Multi-step reaction with 2 steps

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

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

With n-butyllithium; hydrogen; diisopropylamine; Raney Ni(W-2); In tetrahydrofuran; ethanol; hexane;
DOI:10.1248/cpb.37.1167

Reference yield:

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

: 114811-26-6,124987-22-0,124987-23-1
(2R,3S,4S,5R,6RS,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-1-tert-butyldiphenylsilyloxy-13-(4-methoxybenzyloxy)-12-methoxymethoxy-2,4,8,10,12-pentamethylpentadecan-6-ol

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; hydrogenchloride; n-butyllithium; hydrogen; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; diisopropylamine; methyl iodide; Raney Ni(W-2); In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile;
DOI:10.1248/cpb.37.1167