(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

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Chemical Name:(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol
CAS No.:681121-39-1
Molecular Formula:C₅₁H₉₆O₆Si₂
Molecular Weight:861.491
Hs Code.:

(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

Synonyms:(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

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Chemical Property of (1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

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Technology Process of (1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

There total 6 articles about (1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-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: 93.0%

: 681121-49-3
(R)-10-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-1-((2S,6R)-6-{(2R,5R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-tridecyl]-tetrahydro-furan-2-yl}-tetrahydro-pyran-2-yl)-decan-1-one

: (1R,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

: 681121-39-1
(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

Guidance literature:: With zinc(II) tetrahydroborate; In hexane; dichloromethane; at -78 - 0 ℃; for 1h;
DOI:10.1021/jo0303721

Reference yield:

: (R)-4-{3-[(R)-9-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-nonyl]-oxiranyl}-1-{(R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-tridecyl]-tetrahydro-furan-2-yl}-butan-1-ol

: 10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[tetrahydro-6-[tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

: (1R,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2R,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

: 681121-39-1
(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 0.916667h;
DOI:10.1021/jo0303721

Reference yield:

: (Z)-(1R,14R)-15-Benzyloxy-14-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-tridecyl]-tetrahydro-furan-2-yl}-pentadec-5-en-1-ol

: 681121-39-1
(1S,9R)-10-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-1-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]decan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: m-CPBA; Na₂HPO₄ / CH₂Cl₂ / 1.17 h / 20 °C

2: CSA / CH₂Cl₂ / 0.92 h / 20 °C

3: TPAP; 4 Angstroem molecular sieves; NMO / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

4: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 5 h / 20 °C

5: 93 percent / Zn(BH₄)2 / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

With disodium hydrogenphosphate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zinc(II) tetrahydroborate; 4 A molecular sieve; camphor-10-sulfonic acid; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo0303721