(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

Base Information

Chemical Name:(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol
CAS No.:292820-19-0
Molecular Formula:C₅₅H₁₀₄O₉Si₂
Molecular Weight:965.596
Hs Code.:

(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

Synonyms:(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

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Chemical Property of (1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

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Technology Process of (1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

There total 17 articles about (1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-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: 87.0%

: 292820-20-3
(2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-one

: (1S,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

: 292820-19-0
(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -110 - -60 ℃; for 1.5h;
DOI:10.1002/1521-3765(20010302)7:5<993::AID-CHEM993>3.0.CO;2-S

Reference yield:

: 35896-58-3
2,3,4,5-tetramethoxytoluene

: 292820-19-0
(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: nBuLi; TMEDA / hexane / 0.5 h / 0 °C

1.2: 54 percent / hexane / 2 h / 0 °C

2.1: 81 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 14 h / -78 - 20 °C

3.1: 65 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 4 h / 0 °C

4.1: tBuLi / diethyl ether; pentane / 0.07 h / -110 °C

4.2: MgBr₂*OEt₂ / diethyl ether; pentane / 1.5 h / -110 - -40 °C

4.3: diethyl ether; pentane / 3.5 h / -78 - 0 °C

With 1H-imidazole; triethylsilane; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; iodine; tert.-butyl lithium; triphenylphosphine; In diethyl ether; hexane; dichloromethane; pentane;
DOI:10.1002/1521-3765(20010302)7:5<993::AID-CHEM993>3.0.CO;2-S

Reference yield:

: 292820-10-1
12-(trityloxy)-1-dodecanal

: 292820-19-0
(1R,2'R,5'R,2''R,5''R,1'''R,5'''S)-1-[5'-(5''-(1''',5'''-Di(tert-butyldimethylsilyloxy)undecan-1'''-yl)tetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]-13-(2'''',3'''',4'''',5''''-tetramethoxy-6''''-methylphenyl)tridecan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: nBuLi; TMEDA / hexane / 0.5 h / 0 °C

1.2: 54 percent / hexane / 2 h / 0 °C

2.1: 81 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 14 h / -78 - 20 °C

3.1: 65 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 4 h / 0 °C

4.1: tBuLi / diethyl ether; pentane / 0.07 h / -110 °C

4.2: MgBr₂*OEt₂ / diethyl ether; pentane / 1.5 h / -110 - -40 °C

4.3: diethyl ether; pentane / 3.5 h / -78 - 0 °C

With 1H-imidazole; triethylsilane; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; iodine; tert.-butyl lithium; triphenylphosphine; In diethyl ether; hexane; dichloromethane; pentane;
DOI:10.1002/1521-3765(20010302)7:5<993::AID-CHEM993>3.0.CO;2-S