(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

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Chemical Name:(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane
CAS No.:910057-94-2
Molecular Formula:C₄₇H₈₆N₄O₆SSi₂
Molecular Weight:891.46
Hs Code.:

(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

Synonyms:(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

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Chemical Property of (2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

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Technology Process of (2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

There total 23 articles about (2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane 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: 78.0%

: 910058-07-0
5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

: 910057-94-2
(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ol0614471

Reference yield:

: C₁₄H₂₁BrMgO

: 910057-94-2
(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

Guidance literature:: Multi-step reaction with 10 steps

1: 77 percent / CuI / tetrahydrofuran / -30 - 0 °C

2: 84 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / -50 °C

3: 60 percent / CSA / CH₂Cl₂; methanol / 0.5 h / 20 °C

4: 85 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

5: 53 percent / t-BuLi / diethyl ether; pentane / 3 h / -78 - -20 °C

6: 85 percent / pyridine; DMAP / 21 h / 0 - 20 °C

7: 82 percent / H₂ / Pd/C / methanol; ethyl acetate / 5 h / atmospheric pressure

8: 99 percent / pyridine / 1 h / 115 °C

9: 95 percent / Ph₃P; DIAD / tetrahydrofuran / 3 h / 20 °C

10: 78 percent / m-CPBA / CH₂Cl₂ / 18 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; copper(l) iodide; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; hydrogen; tert.-butyl lithium; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; pentane; 4: Dess-Martin oxidation;
DOI:10.1021/ol0614471

Reference yield:

: 910057-96-4
(3S,4S)-3-Benzyloxy-7,7-dimethoxy-heptane-1,4-diol

: 910057-94-2
(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-(1'''-phenyl-1H-tetrazolylsulfonyl)-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

Guidance literature:: Multi-step reaction with 17 steps

1.1: 93 percent / imidazole / CH₂Cl₂; toluene / 1 h / 20 °C

2.1: KH / tetrahydrofuran / -78 - 20 °C

2.2: 72 percent / MeLi / tetrahydrofuran; diethyl ether / 1.5 h / -78 - -40 °C

3.1: 70 percent / Cp₂ZrClH / CH₂Cl₂ / 24 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 12 h / -100 - 20 °C

5.1: 79 percent / Yb(OTf)3; H₂O / acetonitrile / 20 °C

6.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -20 - -10 °C

7.1: H₂; Rh(CO)2(acac); BIPHEPHOS / tetrahydrofuran / 36 h / 50 °C / 6000.48 Torr

8.1: 125 mg / NaHMDS / tetrahydrofuran / 3.5 h / -78 - 20 °C

9.1: 86 percent / CSA / CH₂Cl₂; methanol / 1 h / 20 °C

10.1: 95 percent / pyridine; DMAP / CH₂Cl₂ / 3 h / 20 °C

11.1: 202 mg / NaI / acetone / 21 h / 20 - 50 °C

12.1: 53 percent / t-BuLi / diethyl ether; pentane / 3 h / -78 - -20 °C

13.1: 85 percent / pyridine; DMAP / 21 h / 0 - 20 °C

14.1: 82 percent / H₂ / Pd/C / methanol; ethyl acetate / 5 h / atmospheric pressure

15.1: 99 percent / pyridine / 1 h / 115 °C

16.1: 95 percent / Ph₃P; DIAD / tetrahydrofuran / 3 h / 20 °C

17.1: 78 percent / m-CPBA / CH₂Cl₂ / 18 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; acetylacetonatodicarbonylrhodium(l); Schwartz's reagent; n-butyllithium; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; water; hydrogen; tert.-butyl lithium; sodium hexamethyldisilazane; potassium hydride; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium iodide; ytterbium(III) triflate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile; pentane; 8.1: Wittig reaction;
DOI:10.1021/ol0614471