(2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

Base Information

Chemical Name:(2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl
CAS No.:247200-11-9
Molecular Formula:C₃₆H₆₀O₇
Molecular Weight:604.868
Hs Code.:

Synonyms:(2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

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Chemical Property of (2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

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Technology Process of (2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

There total 8 articles about (2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl 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: 75.0%

: 247200-10-8
C₆₂H₁₀₄O₁₃S₂Si₂

: 247200-11-9
(2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 12h;
DOI:10.1021/np990132+

Reference yield:

: 204572-66-7
(4R,5R)-8-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-octanal

: 247200-11-9
(2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / InCl₃ / ethyl acetate / 3 h / -78 - 20 °C

2: 94 percent / pyridine / 12 h

3: 94 percent / H₂ / 5 percent Pd/C / ethyl acetate / 12 h

4: 89 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

5: 86 percent / InCl₃ / ethyl acetate / -78 - 20 °C

6: 93 percent / pyridine / 12 h

7: 75 percent / TBAF / tetrahydrofuran / 12 h / 50 °C

With pyridine; indium(III) chloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; pyridine; dichloromethane; ethyl acetate; 1: Substitution / 2: Tosylation / 3: Hydrogenation / 4: Oxidation / 5: Substitution / 6: Tosylation / 7: Cyclization;
DOI:10.1021/np990132+

Reference yield:

: 247200-04-0
(E)-(4R,5R,8S,9R)-1-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-9-methoxymethoxy-nonadec-10-en-8-ol

: 247200-11-9
(2R,5R,2'R,5'R)-5-((E)-(R)-6-Benzyloxy-1-methoxymethoxy-hex-2-enyl)-5'-((R)-1-methoxymethoxy-undecyl)-octahydro-[2,2']bifuranyl

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / pyridine / 12 h

2: 94 percent / H₂ / 5 percent Pd/C / ethyl acetate / 12 h

3: 89 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

4: 86 percent / InCl₃ / ethyl acetate / -78 - 20 °C

5: 93 percent / pyridine / 12 h

6: 75 percent / TBAF / tetrahydrofuran / 12 h / 50 °C

With pyridine; indium(III) chloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; pyridine; dichloromethane; ethyl acetate; 1: Tosylation / 2: Hydrogenation / 3: Oxidation / 4: Substitution / 5: Tosylation / 6: Cyclization;
DOI:10.1021/np990132+